Trifluoroacetic acid → HCID 86713977, compound

HRID 514254Notes

Reaction equation

HRID 514254 reaction equation
[Cl:1][C:2]1[CH:10]=[C:9]2[C:5]([CH:6]=[C:7]([C:13](=[O:30])[NH:14][CH:15]([C:20]3[CH:25]=[CH:24][CH:23]=[C:22]([C:26]([F:29])([F:28])[F:27])[CH:21]=3)[C:16]([F:19])([F:18])[F:17])[N:8]2[CH2:11][CH3:12])=[CH:4][C:3]=1[CH2:31][NH:32]C(=O)OC(C)(C)C.[F:40][C:41]([F:46])([F:45])[C:42]([OH:44])=[O:43]>ClCCl>[F:40][C:41]([F:46])([F:45])[C:42]([O-:44])=[O:43].[Cl:1][C:2]1[CH:10]=[C:9]2[C:5]([CH:6]=[C:7]([C:13](=[O:30])[NH:14][CH:15]([C:20]3[CH:25]=[CH:24][CH:23]=[C:22]([C:26]([F:27])([F:28])[F:29])[CH:21]=3)[C:16]([F:17])([F:19])[F:18])[N:8]2[CH2:11][CH3:12])=[CH:4][C:3]=1[CH2:31][NH3+:32]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 86713976HCID 86713976, compound

Product 1

HCID 86713977HCID 86713977, compoundYield 98.6%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

tert-Butyl {[6-chloro-1-ethyl-2-({2,2,2-trifluoro-1-[3-(trifluoromethyl)phenyl]ethyl}carbamoyl)-1H-indol-5-yl]methyl}carbamate (0.42 g, 0.72 mmol) was dissolved in dichloromethane (5 ml), and trifluoroacetic acid (0.82 g, 7.18 mmol) was added. The reaction mixture was stirred at room temperature for 2 h and then the solvent was removed under reduced pressure. 0.42 g (97% of theory) of [6-chloro-1-ethyl-2-({2,2,2-trifluoro-1-[3-(trifluoromethyl)phenyl]ethyl}carbamoyl)-1H-indol-5-yl]methanaminium trifluoroacetate was obtained.

Workup

  1. customthe solvent was removed under reduced pressure

Sources & evidence

ORD record
ord-fd01385237aa47cab675b0ed3c3905ed
Source dataset
uspto-grants-2015_08
Patent number
US09107411B2

Reaction notes

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