Trifluoroacetic acid → HCID 67496973, compound

HRID 1628239Notes

Reaction equation

HRID 1628239 reaction equation
OC(C(F)(F)F)=O.[F:8][C:9]1[CH:14]=[CH:13][C:12]([CH2:15][C@H:16]([NH:33]C(=O)OC(C)(C)C)[C:17]([NH:19][C:20]2[N:24]([CH3:25])[N:23]=[C:22]([C:26]3[CH:31]=[CH:30][N:29]=[C:28]([CH3:32])[CH:27]=3)[CH:21]=2)=[O:18])=[CH:11][CH:10]=1.C(O)(C(F)(F)F)=O>C(Cl)Cl>[NH2:33][C@@H:16]([CH2:15][C:12]1[CH:11]=[CH:10][C:9]([F:8])=[CH:14][CH:13]=1)[C:17]([NH:19][C:20]1[N:24]([CH3:25])[N:23]=[C:22]([C:26]2[CH:31]=[CH:30][N:29]=[C:28]([CH3:32])[CH:27]=2)[CH:21]=1)=[O:18]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 131731688HCID 131731688, compound

Product 1

HCID 67496973HCID 67496973, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a 100 flask was added tert-butyl (S)-3-(4-fluorophenyl)-1-(1-methyl-3-(2-methylpyridin-4-yl)-1H-pyrazol-5-ylamino)-1-oxopropan-2-ylcarbamate TFA 16.1.E (529 mg, 0.93 mmole), 20 ml of DCM, and 10 ml of TFA. The reaction was stirred at room temperature for 12 hours at which time the solvent was removed to give (2S)-2-amino-3-(4-fluorophenyl)-N-(1-methyl-3-(2-methylpyridin-4-yl)-1H-pyrazol-5-yl)propanamide diTFA 16.1F as a yellow solid (560 mg 100% yield). LCMS ESI (pos.) m/e: 354.1 (M+1).

Workup

  1. customwas removed

Sources & evidence

ORD record
ord-4d4112ddd57b4357b0da4945d4664378
Source dataset
uspto-grants-2014_07
Patent number
US08785468B2

Reaction notes

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