Trifluoroacetic acid → 4-{[(1-(3,4-Dimethoxyphenyl)-3-{[4-({[(2-methylphenyl)amino]carbonyl}amino)phenyl]amino}-3-oxopropyl)amino]carbonyl}benzoic acid

HRID 9305Notes

Reaction equation

HRID 9305 reaction equation
C([O:5][C:6](=[O:48])[C:7]1[CH:12]=[CH:11][C:10]([C:13]([NH:15][CH:16]([C:38]2[CH:43]=[CH:42][C:41]([O:44][CH3:45])=[C:40]([O:46][CH3:47])[CH:39]=2)[CH2:17][C:18]([NH:20][C:21]2[CH:26]=[CH:25][C:24]([NH:27][C:28]([NH:30][C:31]3[CH:36]=[CH:35][CH:34]=[CH:33][C:32]=3[CH3:37])=[O:29])=[CH:23][CH:22]=2)=[O:19])=[O:14])=[CH:9][CH:8]=1)(C)(C)C.C(O)(C(F)(F)F)=O>C(Cl)Cl>[CH3:47][O:46][C:40]1[CH:39]=[C:38]([CH:16]([NH:15][C:13]([C:10]2[CH:9]=[CH:8][C:7]([C:6]([OH:48])=[O:5])=[CH:12][CH:11]=2)=[O:14])[CH2:17][C:18]([NH:20][C:21]2[CH:22]=[CH:23][C:24]([NH:27][C:28]([NH:30][C:31]3[CH:36]=[CH:35][CH:34]=[CH:33][C:32]=3[CH3:37])=[O:29])=[CH:25][CH:26]=2)=[O:19])[CH:43]=[CH:42][C:41]=1[O:44][CH3:45]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 10146247tert-Butyl-4-{[(1-(3,4-dimethoxyphenyl)-3-{[4-({[(2-methylphenyl)amino]carbonyl}amino) phenyl]amino}-3-oxopropyl)amino]carbonyl}benzoate

Product 1

HCID 103040604-{[(1-(3,4-Dimethoxyphenyl)-3-{[4-({[(2-methylphenyl)amino]carbonyl}amino)phenyl]amino}-3-oxopropyl)amino]carbonyl}benzoic acid

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

tert-Butyl-4-{[(1-(3,4-dimethoxyphenyl)-3-{[4-({[(2-methylphenyl)amino]carbonyl}amino) phenyl]amino}-3-oxopropyl)amino]carbonyl}benzoate (30 mg, 0.05 mmol) was dissolved in DCM (10 mL) and TFA (0.18 mL, 2.30 mmol) was added at 0° C. and the reaction mixture was stirred at r.t. for 24 h. The solvent was removed in vacuum and the product was isolated (25 mg, 91%). M.p. 166° C. ESI-MS: 598[M+H]+.

Workup

  1. customThe solvent was removed in vacuum
  2. customthe product was isolated (25 mg, 91%)

Sources & evidence

ORD record
ord-b8003c8aab514e7886d4813c31252eda
Source dataset
uspto-grants-2006_08
Patent number
US07091242B2

Reaction notes

Loading…