United States v. Cardona ( 2023 )


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  •           United States Court of Appeals
    For the First Circuit
    No. 22-1415
    UNITED STATES OF AMERICA,
    Appellee,
    v.
    RAFAEL CARDONA, SR., a/k/a RAFO,
    Defendant, Appellant.
    No. 22-1416
    UNITED STATES OF AMERICA,
    Appellee,
    v.
    ISAAC CARDONA,
    Defendant, Appellant.
    APPEALS FROM THE UNITED STATES DISTRICT COURT
    FOR THE DISTRICT OF MASSACHUSETTS
    [Hon. Timothy S. Hillman, U.S. District Judge]
    Before
    Gelpí, Selya, and Lynch,
    Circuit Judges.
    Leslie Feldman-Rumpler for appellant Rafael Cardona, Sr.
    Jane Elizabeth Lee for appellant Isaac Cardona.
    Donald C. Lockhart, Assistant United States Attorney, with
    whom Joshua S. Levy, Acting United States Attorney, was on brief,
    for appellee.
    December 7, 2023
    LYNCH, Circuit Judge.       Rafael Cardona Sr. and Isaac
    Cardona were convicted of two conspiracies, one to distribute and
    possess with intent to distribute cocaine, 
    21 U.S.C. §§ 841
    (a)(1),
    846,   and   another   to   distribute    and   possess   with   intent   to
    distribute heroin, 
    id.
          Isaac Cardona, who is Rafael Cardona Sr.'s
    son, was also convicted of conspiracy to commit money laundering
    with intent to promote the carrying on of unlawful activity, 
    18 U.S.C. §§ 1956
    (a)(1), (h), on the ground that he had agreed to use
    the proceeds of unlawful activity -- conspiracy to distribute and
    possess with intent to distribute cocaine, 
    21 U.S.C. § 846
    , and
    distribution of cocaine, 
    id.
     § 841(a)(1) -- to procure and resell
    the heroin in that conspiracy.
    Rafael Cardona Sr. contends for the first time on appeal
    that one of his two conspiracy convictions must be vacated because
    the two convictions are multiplicitous in violation of the Double
    Jeopardy Clause. Isaac Cardona argues for the first time on appeal
    that the money laundering statute under which he was charged is
    unconstitutionally vague, and so his conviction under that statute
    should be reversed.     Isaac Cardona also argues that insufficient
    evidence was presented at trial to establish beyond a reasonable
    doubt that he had the requisite intent for a promotional money
    laundering conviction, and that the court's failure to properly
    instruct the jury on this element of the offense was plain error.
    - 3 -
    We    conclude    that   review    is   not     available    for    the
    appellants' belated multiplicity and vagueness arguments because
    they are covered by Federal Rules of Criminal Procedure 12(b)(3)
    and 12(c)(3), which preclude appellate review of an untimely Rule
    12(b)(3) claim, absent a showing of good cause.                     We further
    conclude that sufficient evidence was presented at trial to support
    Isaac   Cardona's   money    laundering      conviction,      and     that    the
    concededly erroneous jury instructions as to his intent did not
    affect Cardona's substantial rights.
    I.
    The    following     facts     are      drawn     from     testimony,
    surveillance    footage,     recorded       communications         between    the
    appellants and other co-conspirators, and other evidence.               Because
    one of the claims addressed in this opinion is a challenge to the
    sufficiency of the evidence, "we recount the facts in the light
    most favorable to the verdict."        United States v. Paz-Alvarez, 
    799 F.3d 12
    , 18 (1st Cir. 2015) (citing United States v. Rodríguez-
    Soler, 
    773 F.3d 289
    , 290 (1st Cir. 2014)).
    During 2015 and 2016, David Cruz was a drug dealer based
    in Westfield, Massachusetts, who obtained cocaine and heroin from
    sources in Mexico.     On August 2, 2016, David Cruz received an
    eleven kilogram cocaine shipment from Mexican suppliers.                     Later
    that day David Cruz sold one and a half kilos of the cocaine to
    Isaac Cardona. Isaac Cardona paid Cruz a $14,980 cash down payment
    - 4 -
    on the $52,500 purchase price, with the understanding that he would
    pay Cruz the full amount once he had sold a kilo to a customer
    with whom he had previously agreed to transact.
    On August 15, 2016, Isaac Cardona informed Cruz and
    Rafael   Cardona    Sr.   that   the    customer   with   whom   he   had   made
    arrangements had stolen the kilo of cocaine. Both Cardonas planned
    to track the customer down and retrieve the cocaine, but Cruz
    suggested to them an alternative plan.             Cruz proposed that Isaac
    Cardona transport cash proceeds from Cruz's cocaine sales to
    California, use that money to buy a kilo of heroin, return with
    the heroin to Massachusetts, and then sell the heroin in small
    retail amounts, which would enable Isaac Cardona to pay off his
    debt to Cruz.      Isaac Cardona agreed to this plan, and Cardona Sr.
    did not object to it.       Cruz informed his heroin supplier of the
    planned purchase and gave Isaac Cardona the supplier's contact
    number so that Cardona could procure the heroin once he drove
    Cruz's car to California.        The next day, Cruz showed Cardona how
    to operate the hidden compartment in his Nissan Juke in preparation
    for the trip.      On August 17, both Cardonas discussed repairs that
    Cruz and Isaac Cardona were having performed on the Juke so that
    it would pass inspection.        Cruz gave Isaac Cardona a box to take
    to California that contained $12,000 in cash, which was intended
    as a down payment for the heroin.
    - 5 -
    From August 20 through August 23, Isaac Cardona traveled
    to California in Cruz's Juke.              During this time, Cardona Sr.
    encouraged his son by telephone to "[k]eep going over there.              Tell
    [them] to . . . charge the horse more," euphemistically referring
    to heroin.1       Cardona Sr. also gave Isaac advice on how he should
    act when meeting with the heroin suppliers.
    Once in California, Isaac informed Cruz that he did not
    want to drive the Juke back to Massachusetts.            Cruz told this to
    Cardona Sr. in the hope that Cardona Sr. could change his son's
    mind.    Cardona Sr. stated that next time he would make the trip
    himself.     Isaac Cardona parked the Juke, which contained the box
    of cash, at the airport and flew back to the East Coast.
    Around this time, Cardona Sr. asked Cruz to front him a
    kilo    of   cocaine   in   return   for     $34,000,   to   be   paid   after
    distribution. Cruz declined on the ground that Isaac Cardona still
    owed him money.         Cruz indicated, however, that he would sell
    cocaine to Cardona Sr. after Cruz had paid off his debt to his
    suppliers.       He told Cardona Sr., "We will leave it for next time
    then.   Say, yes, that I do not have it this time, but for the next
    one, yes."       Cardona Sr. responded, "All right then, that's fine."
    1 The transcripts of intercepted phone calls between
    Cardona and Cardona Sr. were translated from Spanish. There is no
    challenge to the accuracy of the translations.
    - 6 -
    Soon   thereafter,   Cruz     travelled   to   California    to
    purchase heroin from his supplier and retrieve the Juke.              Cruz
    completed the purchase, placed the substance he received -- later
    revealed to be fentanyl, rather than heroin -- in the Juke's hidden
    compartment, and arranged for a commercial car carrier to transport
    the vehicle back to Massachusetts.      Cruz informed both Cardonas of
    his actions during this time.     Cruz then flew back to the East
    Coast.
    On September 9, unbeknownst to Cruz and the Cardonas,
    law enforcement intercepted the car carrier carrying the Juke, and
    the Juke was impounded.   Law enforcement uncovered 994 grams of
    fentanyl in the hidden compartment of the vehicle.
    On September 11, Cruz sent a message to Isaac Cardona:
    "I told you I picked up Lard and I wanted to know what have you
    thought about what we're going to do to pay."       Cardona responded,
    "I'll work it and you grab all the profit and square it away."
    Cruz was arrested in Massachusetts on September 12.
    In the days following Cruz's arrest, the Cardonas and
    Cruz's brother, ignorant of the seizure of Cruz's Juke, spoke about
    the need to find the Juke and recover the stashed heroin.        Cruz's
    suppliers were demanding information from the Cardonas about Cruz
    and the location of the heroin.       Cardona Sr. asked Isaac Cardona
    to coordinate with Cruz's suppliers about his efforts to locate
    the Juke, and Isaac made contact with them.
    - 7 -
    On November 2, one of Cruz's clients contacted Cardona
    Sr. Cardona Sr. explained that Cruz had been arrested, and stated,
    "What did you need?    We could talk, man. . . .    But uh . . . if
    [you need] anything we'll hit you up man.    You understand?   We're
    here. . . .   What you need you know uh . . . write to me or
    something, to the phone or something, understand?"
    II.
    On November 2, 2017, a federal grand jury returned a
    five count superseding indictment against Cardona, Cardona Sr.,
    and three other co-conspirators, whose liability varied as to each
    of the conspiracy counts.    Count One charged Isaac Cardona and
    Rafael Cardona Sr. with conspiracy to distribute and possess with
    intent to distribute cocaine, in violation of 
    21 U.S.C. § 846
    .
    Count Two charged     Isaac Cardona and Rafael Cardona Sr.      with
    conspiracy to distribute and possess with intent to distribute
    heroin, in violation of 
    21 U.S.C. § 846
    .    Count Five charged Isaac
    Cardona with conspiracy to commit money laundering with intent to
    promote the carrying on of unlawful activity, in violation of 
    18 U.S.C. §§ 1956
    (a)(1), (h), and alleged in particular that Isaac
    Cardona had agreed to purchase heroin in California to resell in
    Massachusetts with the knowledge that said financial transaction
    would involve the proceeds of unlawful narcotics distribution.
    The remaining counts did not charge the appellants.
    - 8 -
    On October 18, 2021, each of the Cardonas was convicted
    by jury trial on all counts.         They timely appeal.
    III.
    A.
    Cardona Sr. argues on appeal that one of his convictions
    should be vacated because the two conspiracies of which he was
    convicted,     he   says,   were   multiplicitous.          "A   prosecution     is
    multiplicitous when the government charges a defendant twice for
    what is essentially a single crime . . . ."                  United States v.
    Chiaradio, 
    684 F.3d 265
    , 272 (1st Cir. 2012) (citing United States
    v. Destefano, No. 98-2054, 
    1999 WL 1319192
    , at *1 (1st Cir. Nov.
    22, 1999) (per curiam)).           A multiplicitous prosecution violates
    the   Double     Jeopardy    Clause's        prohibition    "against      multiple
    punishments for the same offense."             
    Id.
     (quoting United States v.
    Pires, 
    642 F.3d 1
    , 15 (1st Cir. 2011)).
    The prosecution      replies first that, because             Cardona
    Sr.'s multiplicity claim is untimely, it cannot be reviewed by
    this court.         Under Fed. R. Crim. P. 12(b)(3), a multiplicity
    objection "must be raised by pretrial motion if the basis for the
    motion   is    then   reasonably     available     and     the   motion    can   be
    determined without a trial on the merits."                   Fed. R. Crim. P.
    12(c)(3) provides that "[i]f a party does not meet the deadline
    for making a Rule 12(b)(3) motion, the motion is untimely.                   But a
    court may consider [the motion] if the party shows good cause."
    - 9 -
    Cardona Sr. concedes in his opening brief that his
    multiplicity claim is unpreserved, having been raised for the first
    time on appeal.    He also does not dispute in his briefs the
    appellee's contention that the multiplicity claim could have been
    determined without a trial on the merits, nor does he advance a
    good cause for the motion's untimeliness.2         Cardona Sr. argues
    nonetheless that the claim should be reviewed for plain error.
    Our   precedent     precludes   this   argument.   We   have
    previously concluded that a legal argument that is untimely under
    Rules 12(b)(3) and (c)(3) "cannot be raised on appeal absent a
    showing of good cause."      United States v. Reyes, 
    24 F.4th 1
    , 16
    n.8 (1st Cir. 2022) (quoting United States v. Lindsey, 
    3 F.4th 32
    ,
    40-41 (1st Cir. 2021)).     Where a defendant does not show good cause
    to consider an unpreserved Rule 12(b)(3) argument on appeal, he is
    2    Counsel for Cardona Sr. argued for the first time
    during oral argument that the multiplicity motion was not untimely
    because it could not have been determined prior to a trial on the
    merits. Because Cardona Sr. did not address this argument in his
    briefs despite the appellee's invocation of Rule 12(b)(3), it has
    been waived. See Reisman v. Associated Facs. of the Univ. of Me.,
    
    939 F.3d 409
    , 414 (1st Cir. 2019) ("[C]ontentions 'raised [] for
    the first time at oral argument . . . [are] waived.'" (alterations
    in original) (quoting Bernardo ex rel. M & K Eng'g, Inc. v.
    Johnson, 
    814 F.3d 481
    , 492 n.17 (1st Cir. 2016))); Bradley v. Vill.
    of Univ. Park, 
    59 F.4th 887
    , 897 (7th Cir. 2023) ("[A]ppellant's
    counterarguments [were] waived on appeal where he 'did not respond
    to [appellee's arguments] in his reply brief.'" (third alteration
    in original) (quoting Webb v. Frawley, 
    906 F.3d 569
    , 582 (7th Cir.
    2018))).
    - 10 -
    "not entitled to plain error review."     
    Id.
     (quoting Lindsey, 3
    F.4th at 42).3
    Cardona Sr. contends that his new multiplicity argument has
    not been waived, because there is no indication that during trial
    he intentionally relinquished his right to object on multiplicity
    3     Cardona Sr. contends that Reyes and Lindsey are not
    on point because they do not address the 2014 amendments to Rule
    12. This argument is unavailing. Prior to the 2014 amendments,
    Rule 12's timeliness requirement was provided by Federal Rule of
    Criminal Procedure 12(e), which stated that "[a] party waives any
    Rule 12(b)(3) defense, objection, or request not raised by the
    deadline the court sets under Rule 12(c) or by any extension the
    court provides. For good cause, the court may grant relief from
    the waiver." Fed. R. Crim. P. 12(e) (2013). At the time this
    pre-2014 version of Rule 12 was in effect, this court held that
    plain error review was not available for an untimely Rule 12(b)(3)
    motion absent a showing of good cause.       See United States v.
    Walker, 
    665 F.3d 212
    , 228 (1st Cir. 2011).         While the 2014
    amendments to Rule 12 removed use of the word "waiver" and
    transplanted the timeliness requirement from 12(e) to (c)(3), the
    amendments did not alter the meaning of the rule's timeliness
    requirement. The advisory committee notes to the 2014 amendments
    explain that Rule 12(c)(3) "retains the existing standard for
    untimely claims. The party seeking relief must show 'good cause'
    for failure to raise a claim by the deadline . . . ."       Fed. R.
    Crim. P. 12 advisory committee's note to 2014 amendments; see
    United States v. Walker-Couvertier, 
    860 F.3d 1
    , 9 n.1 (1st Cir.
    2017) ("Though the express reference to 'waiver' in Rule 12 was
    deleted in December of 2014, the amendment did not substantively
    change the rule." (citing Fed. R. Crim. P. 12 advisory committee's
    note to 2014 amendments)); United States v. Bowline, 
    917 F.3d 1227
    ,
    1235 (10th Cir. 2019) ("[E]limination of the word waiver from [Rule
    12] did not change the operative standard. The Advisory Committee
    Notes could not be clearer on this point." (citing Fed. R. Crim.
    P. 12 advisory committee's note to 2014 amendments)). Because the
    timeliness requirement in Rule 12 did not change with the 2014
    amendments to the rule, there was no need for this court in Lindsey
    or Reyes to address those amendments. See 3 F.4th at 41; 24 F.4th
    at 16 n.8. Accordingly, our holdings in those decisions bind our
    analysis here.
    - 11 -
    grounds.       This   argument   misunderstands   Rule   12's   timeliness
    requirement.     Under Rule 12(c)(3), review of an untimely 12(b)(3)
    motion is foreclosed absent good cause, regardless of whether the
    appellant intended to forgo an objection during trial.4         See United
    States v. Galindo-Serrano, 
    925 F.3d 40
    , 47-49 (1st Cir. 2019)
    (holding that review of appellant's untimely suppression motion is
    precluded under Rule 12(c)(3) despite an absence of intentional
    waiver).   This is made clear by the Rule 12 advisory committee
    notes, which state that
    [a]lthough the term waiver in the context of
    a criminal case ordinarily refers to the
    intentional relinquishment of a known right,
    [Rule 12] has never required any determination
    that a party who failed to make a timely motion
    intended to relinquish a defense, objection,
    or request that was not raised in a timely
    fashion.
    4    Additional cases cited by Cardona Sr. do not refute
    this conclusion. Cardona Sr. first cites United States v. Soto,
    in which the government argued that the appellant's double jeopardy
    claim was waived under the pre-2014 version of Rule 12. 
    799 F.3d 68
    , 86 n.10 (1st Cir. 2015). We rejected the government's argument
    because "[t]he amended Rule 12 eliminated any reference to waiver."
    
    Id.
     We did not, however, issue a holding as to whether the present
    version of Rule 12 precluded review of the defendant's claim. See
    
    id.
     Cardona Sr. also cites United States v. Kuljko, but in that
    decision we avoided addressing whether "the appellant's challenge
    . . . was either waived or forfeited." 
    1 F.4th 87
    , 92 (1st Cir.
    2021). Cardona Sr. additionally cites United States v. King, in
    which this court reviewed an unpreserved multiplicity claim for
    plain error.    
    554 F.3d 177
    , 180 (1st Cir. 2009).      We did not
    address in that decision whether review was foreclosed by Rule 12.
    See 
    id.
    - 12 -
    Fed. R. Crim. P. 12 advisory committee notes to 2014 amendments;
    see United States v. Fry, 
    792 F.3d 884
    , 888-89 (8th Cir. 2015)
    (declining to review multiplicity claim because appellant "has not
    shown 'good cause' for failing to raise a timely challenge to the
    multiplicity of the indictment"); United States v. Santiago-Ortiz,
    797 Fed. App'x. 34, 38-39 (2d Cir. 2019) (unpublished) (holding
    that Rule 12(b)(3) multiplicity claim is not reviewable because
    appellant "fail[ed] to raise it before, during, or after trial in
    the district court").        In requiring a multiplicity claim to be
    made prior to trial, Rule 12's timeliness requirement prevents the
    "manifest[] unfair[ness]" that would result if the "defendant
    [could] sit silently by, take his chances with the jury, and then
    be allowed to ambush the prosecution through a post-trial attack."
    United States v. Walker, 
    665 F.3d 212
    , 228 (1st Cir. 2011).               It
    also averts the "needless inefficiency in the trial process" that
    would obtain "if defendants [were] not required . . . to raise all
    of their grounds in pursuing a [pretrial motion]."            United States
    v.   Crooker,   
    688 F.3d 1
    ,   10   (1st   Cir.   2012).    The   "timely
    presentation of [defective indictment claims] to the district
    court allows full development of the factual record and permits
    - 13 -
    the government to appeal any adverse . . . decision prior to
    trial."5   
    Id.
    B.
    Isaac Cardona argues for the first time on appeal that
    his money laundering conviction should be reversed because, in his
    view, the Money Laundering Control Act of 1986, 
    18 U.S.C. § 1956
    ,
    violates the due process guarantee against vague criminal laws.
    We must, here too, first determine whether this argument
    not made in the trial court or sought to be excused for good cause
    is reviewable.   The prosecution argues that this claim may not be
    reviewed on appeal under Fed. R. Crim. P. 12(b)(3) and (c)(3).
    Rule 12(b)(3) states that an argument that the indictment "fail[s]
    to state an offense" must be made before trial.    The prosecution
    argues that Cardona's claim that the Money Laundering Control Act
    is unconstitutional constitutes an objection that the indictment
    failed to state an offense, and so is covered by Rule 12(b)(3).6
    Cardona admits that his constitutional attack is a facial attack.
    5   Isaac Cardona attempts in his reply brief to join
    Cardona Sr.'s multiplicity claim. Because we hold that the claim
    is not reviewable, we do not address whether an appellant may adopt
    a co-appellant's argument for the first time in a reply brief.
    See United States v. De La Paz-Rentas, 
    613 F.3d 18
    , 29 (1st Cir.
    2010).
    6   To support this argument, the prosecution cites
    United States v. Seuss, in which this court held that an
    unconstitutional vagueness claim constitutes a "defense of failure
    of an indictment to charge an offense" under Rule 12. 
    474 F.2d 385
    , 387 n.2 (1st Cir. 1973). At the time of the court's decision
    - 14 -
    Cardona does not dispute that Rule 12(b)(3) applies to
    his vagueness claim, and so we assume that his motion is covered
    by that provision.7   See Sabra v. Maricopa Cnty. Cmty. Coll. Dist.,
    in Seuss, Federal Rule of Criminal Procedure 12(b)(2) stated that
    "[d]efenses and objections . . . that [the indictment or
    information] fails to show jurisdiction in the court or to charge
    an offense . . . shall be noticed by the court at any time during
    the pendency of the proceedings."      Fed. R. Crim. P. 12(b)(2)
    (1992).    In light of this language, we determined that the
    appellant's unpreserved vagueness claim was reviewable.         See
    Seuss, 
    474 F.2d at
    387 n.2.      The 2014 amendments to Rule 12,
    however, "remove[d] language that allowed the court at any time
    while the case is pending to hear a claim that the 'indictment or
    information fails . . . to state an offense.'" Fed. R. Crim. P.
    12 advisory committee's note to 2014 amendments (alteration in
    original). We do not address in this decision whether our holding
    in Seuss applies to the amended version of Rule 12.
    We do note that two circuits have held that Rule 12(b)(3)
    covers constitutional attacks. See United States v. Mullet, 
    822 F.3d 842
    , 847-48 (6th Cir. 2016) ("Because the defendants' argument
    [that the Hate Crimes Act is unconstitutional] does not go to the
    court's jurisdiction, they forfeited it by not raising it before
    trial [under] Fed. R. Crim. P. 12(b)(3)(B)." (emphasis in
    original)); United States v. Herrera, 
    51 F.4th 1226
    , 1282-85 (10th
    Cir. 2022) (holding that the defendant's unpreserved challenge to
    the constitutionality of the statute "both on its face and as
    applied" is waived under Rule 12(b)(3)(B)).
    7    Cardona argues that unpreserved constitutional
    claims are reviewed de novo, but Cardona's argument does not
    address Rule 12, and with one exception, none of the cases cited
    in support of his argument address that rule. The exception is
    United States v. DiSanto, in which this court stated that under
    Rule 12, "a claim that a statute is unconstitutional or that the
    court lacked jurisdiction may be raised for the first time on
    appeal." 
    86 F.3d 1238
    , 1244 (1st Cir. 1996). DiSanto does not
    support Cardona's argument. At the time of the court's decision
    in DiSanto, Rule 12(b)(2) expressly stated that an objection that
    the indictment fails to charge an offense could be raised "at any
    time during the pendency of the proceedings." Fed. R. Crim. P.
    12(b)(2) (1996). The 2014 amendments to Rule 12 eliminated this
    language, rendering DiSanto's holding obsolete. See Fed. R. Crim.
    P. 12 advisory committee notes to 2014 amendments ("[Rule 12] has
    - 15 -
    
    44 F.4th 867
    , 881 (9th Cir. 2022) (holding that appellant waives
    claim by failing to respond in reply brief to appellee's argument);
    Carlisle Ventures, Inc. v. Banco Español de Crédito, S.A., 
    176 F.3d 601
    , 609-10 (2d Cir. 1999) (declining to consider claim
    because appellant failed to respond in reply brief to appellee's
    argument that it was waived); Oken v. Corcoran, 
    220 F.3d 259
    , 273-
    74   (4th   Cir.   2000)    (Michael,    J.,   concurring)   (arguing   that
    appellant abandoned rebuttal to appellee's waiver argument because
    he failed to raise it in his reply brief).
    Cardona instead argues that Rule 12(c)(3)'s timeliness
    requirement for 12(b)(3) motions applies only to review by district
    courts, and so does not preclude appellate review of an unpreserved
    claim.8
    We can easily dispose of this argument.          This court has
    on   multiple   occasions    concluded    that   Rule   12(c)(3)   precludes
    also been amended to remove language that allowed the court at any
    time while the case is pending to hear a claim that the 'indictment
    or information fails . . . to state an offense.'" (alteration in
    original)); see also United States v. Ríos-Rivera, 
    913 F.3d 38
    , 43
    (1st Cir. 2019) (holding that DiSanto does not require the court
    to review unpreserved constitutional claims de novo, as its
    statement to that effect was mere dicta).
    8  Cardona did not expressly make this argument in his
    briefs. At oral argument, appellate counsel for Cardona clarified
    her argument that Rule 12(c)(3) does not constrain review by
    appellate courts.    Appellate counsel during oral argument also
    opted not to argue that Cardona's vagueness claim is covered in
    the alternative by Fed. R. Crim. P. 12(b)(2), the rule that governs
    pretrial motions that may be made at any time.
    - 16 -
    appellate review of an untimely 12(b)(3) motion absent good cause.
    See Reyes, 24 F.4th at 16 n.8; Lindsey, 3 F.4th at 40-41.              As we
    have explained, where a defendant does not "show 'good cause' for
    a failure to raise a Rule 12(b)(3) challenge prior to trial . . . .
    there is no unfairness in holding him to his waiver."            Walker, 
    665 F.3d at 228
    .    Cardona contends that, because his vagueness claim
    is one purely of law, there would be no prejudice to the government
    if we were to grant review.           This ignores the judicial economy
    reasons for requiring a Rule 12(b)(3) motion to be heard prior to
    trial.   See Crooker, 
    688 F.3d at 10
    .              Cardona has put forth no
    argument as to why our previous rulings on Rule 12's timeliness
    requirement should not be followed.                We cannot, then, review
    Cardona's vagueness claim.
    C.
    Cardona   next    argues      that   insufficient   evidence    was
    presented at trial to support his money laundering conviction.
    The parties dispute the appropriate standard of review.                     We
    conclude that Cardona's claim fails under any standard, and so
    assume, in his favor, that the issue is preserved and apply de
    novo review.    See United States v. Cadden, 
    965 F.3d 1
    , 10 (1st
    Cir. 2020) (observing that de novo review applies to preserved
    claim of insufficient evidence to support a conviction (citing
    United States v. Sebaggala, 
    256 F.3d 59
    , 63 (1st Cir. 2001))).              We
    assess   the   evidence     "'in   the     light   most   favorable   to   the
    - 17 -
    prosecution' and affirm so long as the 'body of proof, as a whole,
    has sufficient bite to ground a reasoned conclusion that the
    government proved each of the elements of the charged crime beyond
    a reasonable doubt.'"              
    Id.
     (quoting United States v. Lara, 
    181 F.3d 183
    , 200 (1st Cir. 1999)).
    To commit promotional money laundering, one must,
    knowing that the property involved in a
    financial transaction represents the proceeds
    of some form of unlawful activity, conduct[]
    or attempt[] to conduct such a financial
    transaction which in fact involves the
    proceeds of specified unlawful activity . . .
    with the intent to promote the carrying on of
    specified unlawful activity.
    
    18 U.S.C. § 1956
    (a)(1).             Isaac argues that no evidence was shown
    at trial to support the charge that he had intended to promote the
    carrying    on       of   heroin   trafficking    when   he   entered   into    the
    agreement       to    procure      heroin   in   California    to   sell   it    in
    Massachusetts.
    This argument misses the mark.           Cardona does not dispute
    that the evidence at trial established beyond a reasonable doubt
    that he had agreed to purchase heroin with an intent to resell
    it.9   Cardona's willingness to enter such an agreement, along with
    his specific intent to sell heroin, is sufficient for a rational
    trier of fact to find beyond a reasonable doubt that Cardona
    9  Given that this aspect of the record is not in
    dispute, we do not inquire into the evidence establishing that
    Cardona conspired to purchase and resell heroin.
    - 18 -
    intended to promote the carrying on of heroin trafficking.                        See
    United States v. Santos, 
    553 U.S. 507
    , 518 (2008) ("Surely one
    promotes 'the carrying on' of a gambling enterprise by merely
    ensuring that it continues in business."); United States v. Trejo,
    
    610 F.3d 308
    , 314 (5th Cir. 2010) (equating "intentional promotion"
    with   "the    intent     to    further    the    progress"    of   the   unlawful
    activity); United States v. Warshak, 
    631 F.3d 266
    , 317 (6th Cir.
    2010) ("The paradigmatic example of [promotional money laundering]
    is a drug dealer using the proceeds of a drug transaction to
    purchase additional drugs and consummate future sales." (citing
    United States v. Torres, 
    53 F.3d 1129
    , 1137 n.6 (10th Cir. 1995)));
    Torres, 
    53 F.3d at
    1137 n.6 (finding testimony showed defendant
    "would   use    the   proceeds     of     the    wire   transfers   to    buy    more
    methamphetamine that would later be resold, thereby satisfying the
    'promotion' element of § 1956(a)(1)(A)(i)").
    Cardona maintains that his purpose in agreeing to sell
    heroin was not to promote the carrying on of heroin trafficking,
    but rather to pay back the debt he owed to Cruz.                    This argument
    confuses   an    intent    to    engage    in    unlawful     activity    with    the
    "ultimate objective" of said activity.                  United States v. Cortés-
    Cabán, 
    691 F.3d 1
    , 19 (1st Cir. 2012); see also United States v.
    Santistevan, 
    39 F.3d 250
    , 255 n.7 (10th Cir. 1994) ("Motive, unlike
    mens rea, is not an essential element of a criminal offense.").
    Where a defendant's conduct satisfies the intent element of a
    - 19 -
    criminal offense, the defendant's ultimate objective, or motive,
    does not supplant that intent.        See United States v. Hughes, 
    211 F.3d 676
    , 683 n.4 (1st Cir. 2000) ("Even if . . . [defendant's]
    primary motive was to cover up the murder, he nevertheless intended
    to carry out the cover up scheme by issuing an extortionate demand
    . . . .").
    Cardona also argues that, if the promotion element of
    his money laundering conviction involved no more than a mere intent
    to sell heroin, then his money laundering conspiracy and heroin
    conspiracy convictions punished him twice for the same conduct and
    thereby present a "merger problem."         Santos, 
    553 U.S. at 515-16
    .
    The Supreme Court has held that a money laundering conviction may
    present a merger problem where "nearly every violation of [the
    predicate crime with which the defendant is charged] would also be
    a violation of the money-laundering statute."        
    Id. at 515
    .
    No such merger problem is present here. One may conspire
    to distribute and possess with intent to distribute heroin without
    engaging in a financial transaction.        
    21 U.S.C. §§ 841
    (a)(1), 846;
    see Cortés-Cabán, 691 F.3d at 19 ("[I]t is well accepted that drugs
    may be distributed [under 
    21 U.S.C. § 841
    (a)(1)] by giving them
    away for free . . . ." (quoting United States v. Cormier, 
    468 F.3d 63
    , 70 n.3 (1st Cir. 2006))).        Cardona therefore was not doubly
    punished   for   the   financial   transaction   covered   by   his   money
    laundering conviction.      See United States v. Adorno-Molina, 774
    - 20 -
    F.3d 116, 123-24 (1st Cir. 2014) (holding that there is no merger
    problem for a money laundering conviction where the predicate crime
    is drug trafficking); United States v. Pratt, 
    533 F.3d 34
    , 38 (1st
    Cir. 2008) ("[T]he money laundering charge requires proof of a
    financial transaction, . . . which is [not] required to prove the
    drug conspiracy charge."); see also United States v. Webster, 
    623 F.3d 901
    , 906 (9th Cir. 2010) ("[C]onspiracy to possess with intent
    to distribute . . . and possession with intent to distribute
    . . . . do not merge with the money laundering crimes, because the
    drug crimes need not involve the exchange of money." (citing United
    States v. Ramirez, 
    608 F.2d 1261
    , 1264 (9th Cir. 1979))).
    D.
    Cardona additionally argues that we should vacate his
    money laundering conspiracy conviction on the basis of erroneous
    jury instructions.    As the prosecution appropriately concedes, the
    trial court erroneously informed the jurors that to convict Cardona
    of conspiring to commit money laundering, they would need to find
    beyond a reasonable doubt "that the defendant knew the [financial]
    transaction to be either designed in whole or in part to promote
    the carrying on of a conspiracy to distribute and possess with
    intent to distribute a controlled substance."10      (Emphasis added).
    The   statute,   in   contrast,   requires   the   defendant   to   have
    10   The prosecution also admits that its proposed
    instructions to the court likely led to the error.
    - 21 -
    "inten[ded] to promote the carrying on of . . . unlawful activity."
    
    18 U.S.C. § 1956
    (a)(1)(A)(i) (emphasis added); see United States
    v. Cedeño-Pérez, 
    579 F.3d 54
    , 57 (1st Cir. 2009).
    Cardona did not object to the jury instruction at trial,
    so we review for plain error.     United States v. Rivera-Ruperto,
    
    852 F.3d 1
    , 10 (1st Cir. 2017).    "Reversal under the plain error
    standard requires: (1) that an error occurred; (2) that the error
    was obvious; (3) that it affected the defendant's substantial
    rights; and (4) that it threatens the fairness, integrity or public
    reputation of the proceedings."      
    Id.
     (citing United States v.
    Delgado-Marrero, 
    744 F.3d 167
    , 184 (1st Cir. 2014)).    "[T]he road
    to success under the plain error standard [is] rather steep; hence,
    reversal constitutes a remedy that is granted sparingly."    United
    States v. Latorre-Cacho, 
    874 F.3d 299
    , 303 (1st Cir. 2017) (quoting
    Delgado-Marrero, 
    744 F.3d at 184
    ).      Accordingly, "even when a
    district court makes a clear or obvious error in instructing the
    jury, the third prong of the plain error standard still requires
    the defendant to show that the 'outcome of the case would likely
    have changed' had the erroneous instruction not been given."    
    Id.
    (quoting United States v. Colon, 
    744 F.3d 752
    , 758 (1st Cir.
    2014)).
    Cardona has not demonstrated a "reasonable probability"
    that the erroneous jury instructions affected the outcome of the
    case.   Id. at 304.   Although the court misinformed the jury as to
    - 22 -
    the mens rea element of money laundering, the court properly
    instructed the jury on the elements of conspiracy to possess with
    intent to distribute heroin.      This included that, to convict the
    appellants of such a conspiracy, the jury would have to find that
    the appellants had "willfully joined" in "the agreement specified
    in the indictment," and that the appellants had done so with "a
    specific intent to distribute the heroin."        See United States v.
    Pennue, 
    770 F.3d 985
    , 990 (1st Cir. 2014) (holding that, in
    determining   whether   the   court's   instructions   were   reasonably
    likely to have misled the jury, "we do not assess the problematic
    instruction in isolation, but, rather, inspect the jury charge as
    a whole" (first citing United States v. Van Anh, 
    523 F.3d 43
    , 58
    (1st Cir. 2008); and then citing United States v. Cintolo, 
    818 F.2d 980
    , 1003 (1st Cir. 1987))).         The jury convicted Cardona of
    conspiracy to possess with intent to distribute heroin, and so
    must have found that he had entered into the agreement with Cruz
    with a specific intent to distribute heroin.       See United States v.
    Munyenyezi, 
    781 F.3d 532
    , 542 (1st Cir. 2015) ("We normally assume
    that juries follow instructions." (citing United States v. Acosta-
    Colón, 
    741 F.3d 179
    , 202 n.13 (1st Cir. 2013))). It is implausible
    that the jury could have found that Cardona had intended to
    distribute heroin, but not that he had intended to promote the
    carrying on of heroin distribution.       See United States v. Doherty,
    
    867 F.2d 47
    , 58 (1st Cir. 1989) ("We find the [erroneous jury
    - 23 -
    instructions]        harmless   . . .       because   we    believe   it    virtually
    inconceivable that the jury could have found these appellants
    guilty of conspiracy to commit mail fraud without believing that
    they   were        conspiring   to   deprive       the     Commonwealth    of   money
    . . . .").         It is not likely that the jury, had it been properly
    instructed on the money laundering count, would have found that
    Cardona   had       not   entered    into    a    promotional    money     laundering
    conspiracy.11
    IV.
    We affirm the convictions.
    Cardona contends that the court's error was
    11
    compounded by the prosecution's suggestion in opening and closing
    arguments that he had committed money laundering merely by driving
    cash in a concealed compartment to California.         There is no
    indication of this in our reading of the record.      Although the
    prosecution stated that Cardona had entered into a money laundering
    conspiracy when he agreed to transport cash to California, the
    prosecution did not make any statements implying that the offense
    did not involve an additional element of intent.
    - 24 -
    

Document Info

Docket Number: 22-1415

Filed Date: 12/7/2023

Precedential Status: Precedential

Modified Date: 12/7/2023