Trifluoroacetic acid → 3-[2-(2-aminophenyl)-3-cyclohexyl-6-(methoxycarbonyl)-1H-indol-1-yl]propanoic Acid

HRID 1444629Notes

Reaction equation

HRID 1444629 reaction equation
C(OC([NH:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=1[C:15]1[N:16]([CH2:34][CH2:35][C:36]([OH:38])=[O:37])[C:17]2[C:22]([C:23]=1[CH:24]1[CH2:29][CH2:28][CH2:27][CH2:26][CH2:25]1)=[CH:21][CH:20]=[C:19]([C:30]([O:32][CH3:33])=[O:31])[CH:18]=2)=O)(C)(C)C.C(O)(C(F)(F)F)=O>C(Cl)Cl>[NH2:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=1[C:15]1[N:16]([CH2:34][CH2:35][C:36]([OH:38])=[O:37])[C:17]2[C:22]([C:23]=1[CH:24]1[CH2:25][CH2:26][CH2:27][CH2:28][CH2:29]1)=[CH:21][CH:20]=[C:19]([C:30]([O:32][CH3:33])=[O:31])[CH:18]=2

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 686932213-[2-{2-[(tert-butoxycarbonyl)amino]phenyl}-3-cyclohexyl-6-(methoxycarbonyl)-1H-indol-1-yl]propanoic acid

Product 1

HCID 686968123-[2-(2-aminophenyl)-3-cyclohexyl-6-(methoxycarbonyl)-1H-indol-1-yl]propanoic Acid

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 3-[2-{2-[(tert-butoxycarbonyl)amino]phenyl}-3-cyclohexyl-6-(methoxycarbonyl)-1H-indol-1-yl]propanoic acid in DCM (0.05 M) a large excess (>100 eq) of TFA was added and the solution was stirred at RT for 1 h. The volatiles were removed in vacuo to afford the title compound (quant); MS (ES+) m/z 421 (M+H)+.

Workup

  1. customThe volatiles were removed in vacuo

Sources & evidence

ORD record
ord-306340aa76754280b54aa6716ef62f50
Source dataset
uspto-grants-2010_02
Patent number
US07662809B2

Reaction notes

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