Trifluoroacetic acid → HCID 67235286, compound

HRID 1023562Notes

Reaction equation

HRID 1023562 reaction equation
CC([N:5]([C@@H:9]([C:13]([NH:15][C:16]1[CH:21]=[CH:20][C:19]([O:22][C:23]2[CH:28]=[CH:27][C:26]([CH3:29])=[C:25]([O:30][CH3:31])[CH:24]=2)=[CH:18][CH:17]=1)=[O:14])[CH:10]([CH3:12])[CH3:11])C(=O)[O-])(C)C.C(O)(C(F)(F)F)=O>ClCCl>[CH3:29][C:26]1[CH:27]=[CH:28][C:23]([O:22][C:19]2[CH:20]=[CH:21][C:16]([NH:15][C:13](=[O:14])[C@@H:9]([CH:10]([CH3:12])[CH3:11])[NH2:5])=[CH:17][CH:18]=2)=[CH:24][C:25]=1[O:30][CH3:31]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 866735971,1-dimethylethyl((1R)-2-methyl-1-{[(4-{[4-methyl-3-(methyloxy)phenyl]oxy}phenyl)amino]carbonyl}propyl)carbamate2×

Product 1

HCID 67235286HCID 67235286, compoundYield 80.5%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 1,1-dimethylethyl((1R)-2-methyl-1-{[(4-{[4-methyl-3-(methyloxy)phenyl]oxy}phenyl)amino]carbonyl}propyl)carbamate (Intermediate 82, 110 mg) in dry dichloromethane (3 mL), TFA (1 mL, 12.98 mmol) was added and the reaction mixture was stirred for 1 hour at room temperature. The solvent and the excess of TFA were evaporated and the residue was purified by SCX cartridge (5 g) to afford the title compound as a yellow pale solid (68 mg).

Workup

  1. customThe solvent and the excess of TFA were evaporated
  2. customthe residue was purified by SCX cartridge (5 g)

Sources & evidence

ORD record
ord-81f70b432f6c44cca53912285641fa95
Source dataset
uspto-grants-2014_05
Patent number
US08722695B2

Reaction notes

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