Trifluoroacetic acid → HCID 59354999, compound

HRID 2196404Notes

Reaction equation

HRID 2196404 reaction equation
CC([N:5]([CH2:9][C@@H:10]([NH:22][C:23]([C:25]1[CH:30]=[CH:29][C:28]([C:31]2[N:35]([CH3:36])[N:34]=[CH:33][CH:32]=2)=[CH:27][N:26]=1)=[O:24])[CH2:11][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=1[C:18]([F:21])([F:20])[F:19])C(=O)[O-])(C)C.C(O)(C(F)(F)F)=O>C(Cl)Cl>[NH2:5][CH2:9][C@@H:10]([NH:22][C:23]([C:25]1[CH:30]=[CH:29][C:28]([C:31]2[N:35]([CH3:36])[N:34]=[CH:33][CH:32]=2)=[CH:27][N:26]=1)=[O:24])[CH2:11][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=1[C:18]([F:21])([F:20])[F:19]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 86642133HCID 86642133, compound

Product 1

HCID 59354999HCID 59354999, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

1,1-dimethylethyl{(2S)-2-({[5-(1-methyl-1H-pyrazol-5-yl)-2-pyridinyl]carbonyl}amino)-3-[2-(trifluoromethyl)phenyl]propyl}carbamate (crude from part c) was dissolved in DCM (2 mL) and treated with TFA (1 mL). After 30 min., the solution was concentrated and neutralized through a plug of silica (2% MeOH in DCM (1% NH4OH)) affording the free base of the title compound.

Workup

  1. concentrationthe solution was concentrated

Sources & evidence

ORD record
ord-0156ce65932b4b0ab0fdb108fc4ce6e6
Source dataset
uspto-grants-2012_12
Patent number
US08338434B2

Reaction notes

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