Triethylamine → HCID 57513818, compound

HRID 2368403Notes

Reaction equation

HRID 2368403 reaction equation
[C:1]1([C:7]2[CH:12]=[CH:11][N:10]=[C:9]([NH2:13])[N:8]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[N:14]1([C:22]([O:24][C:25]([CH3:28])([CH3:27])[CH3:26])=[O:23])[CH2:21][CH2:20][CH2:19][C@H:15]1[C:16](O)=[O:17].CN(C(F)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.C(N(CC)CC)C>C(Cl)Cl>[C:25]([O:24][C:22]([N:14]1[CH2:21][CH2:20][CH2:19][C@H:15]1[C:16](=[O:17])[NH:13][C:9]1[N:8]=[C:7]([C:1]2[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=2)[CH:12]=[CH:11][N:10]=1)=[O:23])([CH3:28])([CH3:27])[CH3:26]

Participants

6

Reactant 4

HCID 8471TriethylamineHCID 850831,2-Pyrrolidinedicarboxylic acid, 1-(1,1-dimethylethyl) ester, (2S)-HCID 5987772-Amino-4-phenylpyrimidineHCID 2774761Tetramethylfluoroformamidinium hexafluorophosphate

Product 1

HCID 57513818HCID 57513818, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

4-Phenyl-pyrimidin-2-ylamine (200 mg, 1 mmol), Boc-L-Pro-OH (327 mg, 1.3 mmol) and TFFH (Fluoro-N,N,N′-tetramethylformamidinium hexafluorophosphate; 463 mg, 1.3 mmol) were stirred as a solution in DCM (10 mL) containing triethyl amine (300 mL, 2 mmol). Purification by silica gel chromatography gave the title compound. m/z 369.1 (MH+).

Workup

  1. customPurification by silica gel chromatography

Sources & evidence

ORD record
ord-3ac417ae8e8241dba56cfab3ecadc601
Source dataset
uspto-grants-2014_04
Patent number
US08703761B2

Reaction notes

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