Trifluoroacetic acid → HCID 67236120, compound

HRID 1023527Notes

Reaction equation

HRID 1023527 reaction equation
CC([N:5]([C@H:9]([CH3:30])[C:10]([NH:12][C:13]1[CH:14]=[N:15][C:16]([O:19][C:20]2[CH:25]=[CH:24][CH:23]=[C:22]([O:26][CH:27]([CH3:29])[CH3:28])[CH:21]=2)=[CH:17][CH:18]=1)=[O:11])C(=O)[O-])(C)C.C(O)(C(F)(F)F)=O>ClCCl>[CH3:29][CH:27]([O:26][C:22]1[CH:21]=[C:20]([O:19][C:16]2[N:15]=[CH:14][C:13]([NH:12][C:10](=[O:11])[C@@H:9]([CH3:30])[NH2:5])=[CH:18][CH:17]=2)[CH:25]=[CH:24][CH:23]=1)[CH3:28]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 86673583HCID 86673583, compound2×

Product 1

HCID 67236120HCID 67236120, compoundYield 85.9%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 1,1-dimethylethyl((1R)-1-methyl-2-{[6-({3-[(1-methylethyl)oxy]phenyl}oxy)-3-pyridinyl]amino}-2-oxoethyl)carbamate (Intermediate 31, 400 mg, 0.96 mmol) in dichloromethane (14 mL) was added TFA (6 mL) portionwise during 15 minutes at 0° C. The resulting mixture was stirred at room temperature for 2 hours. The solvent was distilled off to afford the title compound (260 mg, 85%) as a grey oil.

Workup

  1. distillationThe solvent was distilled off

Sources & evidence

ORD record
ord-bdd92f0658db489cbda50176f773b448
Source dataset
uspto-grants-2014_05
Patent number
US08722695B2

Reaction notes

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