Plaintiff-appellant MacDraw, Inc. (“Mac-Draw”) appeals from partial summary judgment entered in the United States District Court for the Southern District of New York by Judge Shirley Wohl Kram in favor of defendants-appellees The CIT Group Equipment Financing, Inc. and Richard Johnston (collectively, “CIT”), dismissing MacDraw’s claim of “unjust enrichment.” It also appeals from a subsequent order entered by Judge Denny Chin granting CIT judgment as a matter of law, pursuant to Fed.R.Civ.P. 52(c), on MacDraw’s promissory estoppel and fraud claims and from Judge Chin’s denial of MacDraw’s motions to amend its complaint to include a claim for negligent misrepresentation and to reassert a breach of contract claim. In addition, MacDraw challenges Judge Chin’s impartiality. We affirm in all respects.
I.
The factual background and procedural history of this matter are set forth in two previous opinions of this Court, with which we assume familiarity.
See MacDraw, Inc. v. CIT Group Equipment Financing, Inc.,
A. Factual Background
For purposes of this appeal, the following facts are not in dispute. This case arose from a dispute over CIT’s financing of a sale of industrial equipment by MacDraw to non-party Laribee Wire Manufacturing Company, Inc. (“Laribee”). In July 1989, Laribee ordered certain wire-drawing equipment from MacDraw for a purchase price of approximately $7,000,000, to be paid in installments. Laribee approached CIT to finance the purchase. Under a Loan and Security Agreement between Laribee and CIT, dated as of July 2, 1990, CIT agreed to provide a series of interim loans upon which Laribee could draw to meet its payment schedule. CIT also received and perfected a security interest in the equipment.
The financing agreement required that, prior to each disbursement, Laribee attest to its solvency and creditworthiness and continue to make payments on previous disbursements. In addition, CIT required that Laribee execute a Vendor’s Consent and Agreement, under which Laribee permitted CIT to disburse funds directly to MacDraw. The Vendor’s Consent and Agreement contained the following clause:
[Laribee] shall in all events remain obligated to [MacDraw] under the Purchase Agreement, and CIT assumes no obligations thereunder, it being a successor to [Laribee’s] rights but not [its] obligations. MacDraw completed its delivery of the
equipment by July 30, 1990, but continued for several months thereafter to perform work installing and up-grading the equipment. By September 1990, MacDraw had received payment for ninety percent of the cost of the equipment, leaving $711,863 of the total purchase price unpaid. On November 16, 1990, a Laribee officer notified CIT that Laribee had accepted the machineiy delivered and installed by MacDraw and authorized CIT to transfer the final ten percent balance to MacDraw. Before releasing the final balance, however, CIT discovered that Laribee had failed to keep current on a revolving line of credit with Banker’s Trust, an event that also constituted a default of Laribee’s financing agreement with CIT. Accordingly, CIT refused to disburse the final payment to MacDraw.
On December 12, 1990, having failed to satisfy its obligations to Banker’s Trust, Lar-ibee informed CIT that it would be unable to meet the criteria for disbursement of the final payment to MacDraw. Two days later, CIT consolidated all of the debt owed to it by Laribee (including debt unrelated to the MacDraw transaction) into a single note, which was secured by the equipment. Lari-bee filed for bankruptcy on February 7,1991, and MacDraw and CIT each filed a proof of claim in the proceedings that ensued.
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The bankruptcy trustee eventually released the
B. District Court Proceedings
1. Proceedings Before Judge Kram
MaeDraw commenced this action against CIT and Johnston in August 1991, seeking, inter alia, the $711,863 final installment owed to it. MaeDraw premised its various theories of liability on the common factual predicate that defendant Johnston, the CIT employee handling the Laribee account, had on numerous occasions assured MaeDraw vice president Massimo Colella that CIT would pay MaeDraw the final installment as soon as Laribee accepted the equipment. MacDraw’s complaint alleged that Johnston and CIT had engaged in common law fraud by misrepresenting CIT’s intention to make the final payment, thereby inducing Mac-Draw to spend additional funds to “fine-tune” the equipment after installation (Count 1); that MaeDraw was an intended third-party beneficiary of the agreement between Lari-bee and CIT (Count 2); that the doctrines of promissory estoppel and unjust enrichment precluded CIT from withholding the final payment from MaeDraw (Count 3); that CIT had breached a unilateral contract with Mac-Draw (Count 4); and that CIT had breached a contract implied-in-fact between CIT and MaeDraw based on their course of dealing (Count 5). Under each count, MaeDraw also sought more than $270,000 in damages for costs that MaeDraw had purportedly incurred upgrading the equipment in reliance on CIT’s promise to pay the final installment. Following discovery, MaeDraw moved for partial summary judgment on Counts 2 through 5 of its complaint. CIT cross-moved for summary judgment dismissing the complaint in its entirety and for sanctions for MacDraw’s purportedly frivolous motion practice.
In an unpublished Memorandum Opinion and Order of January 17, 1994, Judge Kram denied MacDraw’s motion for partial summary judgment in its entirety and granted CIT’s cross-motion on three of the five counts, dismissing all but MacDraw’s fraud and promissory estoppel claims. Judge Kram also granted CIT’s motion for sanctions, on the grounds that MaeDraw’s motion for partial summary judgment was patently meritless with regard to three of the five counts and that certain of MacDraw’s damages claims lacked any factual basis. Finally, Judge Kram acknowledged MacDraw’s request to file a “motion for voluntary recu-sal” on the ground that the court had “prejudged the case against [MaeDraw].” Judge Kram invited the parties to prepare a schedule for submission of the recusal motion, but MaeDraw never filed the motion.
MaeDraw and its then-counsel, Larry Klayman, subsequently appealed the imposition of .sanctions, and we reversed.
See MacDraw I,
[o]ur discussion should not be taken to suggest that we find the conduct of plaintiffs counsel throughout this litigation to be acceptable. Indeed, we note our sympathy with the district court’s frustration; in pursuing this appeal, plaintiffs counsel submitted briefs that included inaccurate characterizations of the record and comments that we consider entirely inappropriate.
MacDraw I,
2. Proceedings Before Judge Chin
Following remand to the district court, the case was transferred to Judge Chin on November 14, 1995. On September 20, 1996, MaeDraw filed a motion for leave to amend its complaint to add a claim for negligent misrepresentation. The district court denied that motion by order dated October 24,1996.
Judge Chin presided over a bench trial held on November 6, 7, 12, and 13, 1996, at which MaeDraw was represented by Klay-man and Paul Orfanedes. MacDraw’s two witnesses at trial were Colella and MaeDraw comptroller Patricia Walter. After Mae-Draw rested, CIT moved pursuant to Rule 52(c) for judgment as a matter of law.
2
The
The district court’s grant of judgment in CIT’s favor was followed by a series of events that we have described in detail in
MacDraw II,
Klayman and Orfanedes subsequently appealed Judge Chin’s order imposing sanctions. We affirmed, concluding that “the suggestions in the December 9 letter [to Judge Chin] entailed claims of partisan and racial bias with no factual basis” and that the charges were “ ‘discourteous,’ ... ‘degrading’ to the court, ... and ‘prejudicial to the administration of justice.’ ”
MacDraw II,
II.
On appeal, MacDraw argues: (1) that Judge Chin’s findings of fact and conclusions of law are clearly erroneous; (2) that Judge Chin abused his discretion by denying Mac-Draw leave to amend its complaint in order to include a claim for negligent misrepresentation; (3) that Judge Chin abused his discretion by denying MacDraw’s motion to reassert a breach of contract claim; (4) that Judge Chin should have recused himself; and (5) that Judge Kram erred in dismissing MacDraw’s claim for unjust enrichment. We conclude that these contentions lack merit and accordingly affirm.
A Rule 52(c) Judgment on Partial Findings
MacDraw’s first claim is that the findings of fact and conclusions of law supporting Judge Chin’s grant of judgment pursuant to Rule 52(c) are clearly erroneous. We review the district court’s findings of fact for clear error and its conclusions of law
de novo. See Burger v. New York Institute of Technology,
As noted above, the only claims remaining to be tried before Judge Chin were for fraud and for promissory estoppel.
4
To prevail on its claim of common law fraud,
MacDraw’s central allegations in this litigation were that Johnston had promised MacDraw the final ten percent payment and that, in the hope of increasing the value of CIT’s security interest, Johnston had fraudulently induced MacDraw to perform additional work on the Laribee equipment, even after CIT had learned of Laribee’s financial troubles. MacDraw also based its claims on CIT’s alleged breach of a purported duty to advise MacDraw of the conditions that Lari-bee had to satisfy before CIT would release the final installment. At trial, MacDraw attempted to prove , these allegations primarily through the following evidence: Colella’s testimony that, in an October 11, 1990 phone conversation, Johnston told Colella, “Massi-mo, don’t worry about it, I promise, and we guarantee that you will receive the 10 percent as soon as Laribee confirms its installation of the equipment;” Colella’s testimony regarding his interpretation of a faxed letter from Johnston to Colella, written on October 12, 1990, which stated: “In response to your fax of 10/11/90, we will be able to proceed forward with the final funding once we have received confirmation from Laribee that the equipment has been installed and accepted;” Colella’s testimony that, during a December 14,1990 phone conversation, Johnston reiterated his promise that CIT would make the final payment; and the testimony of Mac-Draw comptroller Patricia Walter that, throughout October and November 1990, Johnston also promised her the final payment.
In response, CIT relied primarily on the testimony of Johnston, who emphatically denied ever having promised anyone at MacDraw that CIT would make the final payment. Johnston described himself as a relatively low-level employee who was responsible only for coordinating the administrative details of the Laribee transaction. Johnston claimed, moreover, that he lacked the authority to promise MacDraw that the final payment would be forthcoming. With regard to the October 12, 1990 fax he had written to Colella, Johnston testified that he meant only to confirm that CIT would begin its “due diligence” upon confirmation that Laribee had accepted the equipment. He also testified that, in October 1990, he had little knowledge of Laribee’s financial condition. Finally, Johnston testified that he had informed Colella that there were conditions, other than acceptance of the equipment, that Laribee would have to meet before CIT would disburse the final payment; Johnston -acknowledged, though, that he did not go into detail with Colella as to what those conditions were.
Judge Chin decided the case essentially on the basis of a credibility assessment in Johnston’s favor. He specifically found “that Mr. Johnston never promised and guaranteed Mr. Colella that CIT would make the final payment as soon as the equipment was installed.” Judge Chin also credited Johnston’s testimony that the October 12, 1990 fax memorialized only CIT’s intention to proceed forward with due diligence — including ascertaining Laribee’s compliance with the terms of its financing agreement with CIT— once Laribee accepted the equipment. In addition, he rejected Colella’s assertion that Johnston had promised payment during a December 14, 1990 phone conversation, finding instead that the evidence suggested that the two men did not have a conversation on that day at all. Finally, Judge Chin concluded that, whatever Johnston may have said to Colella, it would have been unreasonable for MacDraw to rely on a promise that CIT would release a loan in excess of $700,000 without conducting due diligence. Having found no false representation or unambiguous promise on CIT’s part, and no reasonable reliance on MacDraw’s part, Judge Chin ordered the entry of judgment in favor of Johnston and CIT.
B. MacDraw’s Motion to Amend the Complaint
MacDraw next challenges Judge Chin’s denial of its motion for leave to amend the complaint to add a claim for negligent misrepresentation. We review a denial of leave to amend for abuse of discretion.
See Salahuddin v. Cuomo,
In his order denying MaeDraw’s motion for leave to amend, Judge Chin noted that MacDraw filed the motion over five years after it filed the complaint and more than two years after the close of discovery; that the proposed negligent misrepresentation claim would require additional discovery, causing undue prejudice to the defendants; and that MacDraw’s delay was unexplained. Under these circumstances, it was entirely reasonable for the judge to deny leave to amend the complaint.
C. MacDraw’s Motion to Reassert a Breach of Contract Claim
MacDraw also challenges Judge Chin’s denial of its motion, made at the conclusion of Johnston’s testimony at trial, to reassert a breach of contract claim. Mac-Draw sought to justify the motion on the ground that Johnston had testified that the October 12, 1990 fax that he had written memorialized an “agreement” with Colella. Although MacDraw has not identified the procedural basis for its motion, CIT plausibly suggests that we should construe the motion as having been made pursuant to Federal Rule of Civil Procedure 15(b).
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We review a district court’s denial of a Rule 15(b) motion for abuse of discretion.
See United States v. 890 Noyac Rd.,
In light of Judge Chin’s factual finding—which we find not clearly erroneous— that the “agreement” to which Johnston referred was only an agreement that CIT would proceed with its due diligence once it learned of Laribee’s acceptance of the equipment, the proposed reassertion of a breach of contract claim would have been futile. Moreover, Judge Kram had already dismissed MacDraw’s contract-based claims in her Memorandum Opinion and Order of January 17, 1994. Without addressing or deciding whether Judge Kram’s ruling itself precluded MacDraw from seeking to reassert a breach of contract claim, we conclude that Judge
D. Judicial Bias
MacDraw next contends that it was denied its due process right to a trial before an impartial judge and that Judge Chin should have recused himself pursuant to 28 U.S.C. § 455(a). 6 In support of this claim, Mac-Draw advances the same arguments that we squarely rejected in MacDraw II. First, without any additional factual support, Mac-Draw again makes the suggestion—which we held in MacDraw II to be sanctionable—that Judge Chin is biased against Klayman because of Klayman’s participation in campaign financing litigation involving John Huang. Second, MacDraw contends that Judge Chin’s criticism of Klayman and Orfanedes after the close of the bench trial indicates bias.
We merely note and re-emphasize the inappropriateness of MacDraw’s challenge to Judge Chin’s impartiality. As we noted in MacDraw II, it is intolerable for a litigant, without any factual basis, to suggest that a judge cannot be impartial because of his or her race and political background. Moreover, we find that, under the circumstances, Judge Chin’s criticism of the performance of MaeDraw’s attorneys in this litigation was entirely justified and in no way indicative of bias. Finally, we note that, without any plausible basis for doing so, Mac-Draw’s attorneys challenged the impartiality of both of the district judges before whom it appeared in this litigation.
E. MacDraw’s Unjust Enrichment Claim
MacDraw’s final contention on appeal is that Judge Kram erred by granting summary judgment in favor of CIT on Mac-Draw’s unjust enrichment claim. “We review a grant of summary judgment
de novo,
drawing all factual inferences and resolving all ambiguities in favor of the nonmoving party.”
EFCO Corp. v. U.W. Marx, Inc.,
We have observed that, “[u]nder New York law, a plaintiff seeking an equitable recovery based on unjust enrichment must first show that a benefit was conferred upon the defendant, and then show that as between the two parties enrichment of the defendant was unjust.”
Reprosystem,
On appeal, MacDraw contends that the reasons given by the district court are insufficient to sustain the dismissal of MacDraw’s unjust enrichment claim. Specifically, Mac-Draw maintains that the district court did not consider the fairness of CIT’s mid-December 1990 consolidation of Laribee’s debt into one note secured by the equipment. According to MacDraw, that consolidation masked the profit that CIT realized from its sale of the equipment and gave the district court the false impression that CIT had not been made whole on the Laribee-MacDraw transaction at issue in this litigation. Mac-Draw also faults the district court for apparently failing to consider MaeDraw’s assertion that, in anticipation of Laribee’s bankruptcy, CIT fraudulently lured MacDraw into doing work that enhanced the value of the equipment in which CIT had a security interest. We find no merit in MacDraw’s arguments.
Second, despite MacDraw’s arguments to the contrary, CIT’s consolidation of all of the Laribee debt into a single note secured by the equipment was not impermissible. Under New York law, an insolvent debtor “may properly assign assets to a creditor as security for an antecedent debt although the effect of the transfer will be to prefer that creditor.”
Ultramar Energy Ltd. v. Chase Manhattan Bank, N.A.,
We need not consider MacDraw’s contention that CIT’s alleged oral promise and fraud rendered these fundamental legal principles inapplicable in the instant ease. At the conclusion of the trial, after a full consideration of the circumstances of CIT’s course of dealing with MacDraw, the district court found that CIT had neither promised to pay the final installment nor committed any fraud against MacDraw. Accordingly, we affirm the district court’s dismissal of MacDraw’s unjust enrichment claim.
III.
We have carefully considered all of Mac-Draw’s arguments and have found them to be without merit. The judgment of the district court is affirmed in all respects.
Notes
. We note that MacDraw was an unsecured creditor of Laribee.
. Rule 52(c) provides in pertinent part that “[i]f during a trial without a jury a party has been fully heard on an issue and the court finds against the party on that issue, the court may
. Disciplinary Rule 1-102(A)(5) provides that:
"A lawyer shall not engage in conduct that is prejudicial to the administration of justice."
Disciplinary Rule 7—106(C)(6) provides that: "In appearing as a lawyer before a tribunal, a lawyer shall not engage in undignified or discourteous conduct which is degrading to a tribunal.”
The sanctions consisted of: (1) revoking Klay-man's and Orfanedes’s pro hac vice status; (2) denying any future applications by either attorney to appear before Judge Chin on a pro hac vice basis; and (3) ordering Klayman and Orfa-nedes to provide a copy of Judge Chin’s opinion imposing sanctions to any other judge in the Southern District of New York to whom they may apply for pro hac vice status in the future.
. It is undisputed that New York law governs this diversity action.
. Rule 15(b) provides in pertinent part that "[w]hen issues not raised by the pleadings are tried by express or implied consent of the parties, they shall be treated in all respects as if they had been raised in the pleadings. Such amendment of the pleadings as may be necessary to cause them to conform to the evidence and to raise these issues may be made upon motion of any party at any time.... ”
. 28 U.S.C. § 455(a) provides in pertinent part that ”[a]ny ... judge ... of the United States shall disqualify himself in any proceeding in which his impartiality might reasonably be questioned.”
. It appears from the record that CIT realized $7.3 million from the sale of the equipment, $900,000 more than the $6.4 million that it had disbursed in payments to MacDraw.
