HCID 86633549, compound → HCID 24993443, compound

HRID 1845384Notes

Reaction equation

HRID 1845384 reaction equation
CC([N:5]([CH2:9][CH2:10][CH:11]([NH:19][C:20]([C:22]1[S:23][C:24]([C:28]2[N:32]([CH3:33])[N:31]=[CH:30][CH:29]=2)=[C:25]([Br:27])[CH:26]=1)=[O:21])[CH2:12][C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)C(=O)[O-])(C)C>C(O)(C(F)(F)F)=O.C(Cl)Cl>[NH2:5][CH2:9][CH2:10][CH:11]([NH:19][C:20]([C:22]1[S:23][C:24]([C:28]2[N:32]([CH3:33])[N:31]=[CH:30][CH:29]=2)=[C:25]([Br:27])[CH:26]=1)=[O:21])[CH2:12][C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1

Participants

3

Reactant 1

HCID 86633549HCID 86633549, compound

Product 1

HCID 24993443HCID 24993443, compound

Reagents, catalysts & solvents 1

HCID 21863450Trifluoroacetic acid methylene chlorideSolvent

Procedure

A solution of 1,1-dimethylethyl[3-({[4-bromo-5-(1-methyl-1H-pyrazol-5-yl)-2-thienyl]carbonyl}amino)-4-phenylbutyl]carbamate (130 mg, 0.24 mmol) in TFA-DCM (3 mL, 1:2) was stirred at 25° C. After 30 min, the solution was concentrated and the residue neutralized through a silica plug (3% MeOH in DCM (1% NH4OH)) affording the free base of the title compound.

Workup

  1. concentrationthe solution was concentrated

Sources & evidence

ORD record
ord-967f02f5301f4948bd7a017f63013166
Source dataset
uspto-grants-2015_02
Patent number
US08946278B2

Reaction notes

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