Trifluoroacetic acid → [2-(3-Fluoro-2-methyl-benzyl)-5-methoxy-1-phenyl-1h-indol-3-yl]-piperazin-1-yl-methanone

HRID 1510083Notes

Reaction equation

HRID 1510083 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][N:11]([C:14]([C:16]2[C:24]3[C:19](=[CH:20][CH:21]=[C:22]([O:25][CH3:26])[CH:23]=3)[N:18]([C:27]3[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=3)[C:17]=2[CH2:33][C:34]2[CH:39]=[CH:38][CH:37]=[C:36]([F:40])[C:35]=2[CH3:41])=[O:15])[CH2:10][CH2:9]1)=O)(C)(C)C.[C:42]([OH:48])([C:44]([F:47])([F:46])[F:45])=[O:43]>C(Cl)Cl>[F:40][C:36]1[C:35]([CH3:41])=[C:34]([CH:39]=[CH:38][CH:37]=1)[CH2:33][C:17]1[N:18]([C:27]2[CH:28]=[CH:29][CH:30]=[CH:31][CH:32]=2)[C:19]2[C:24]([C:16]=1[C:14]([N:11]1[CH2:10][CH2:9][NH:8][CH2:13][CH2:12]1)=[O:15])=[CH:23][C:22]([O:25][CH3:26])=[CH:21][CH:20]=2.[F:45][C:44]([F:47])([F:46])[C:42]([OH:48])=[O:43].[F:40][C:36]1[C:35]([CH3:41])=[C:34]([CH:39]=[CH:38][CH:37]=1)[CH2:33][C:17]1[N:18]([C:27]2[CH:28]=[CH:29][CH:30]=[CH:31][CH:32]=2)[C:19]2[C:24]([C:16]=1[C:14]([N:11]1[CH2:10][CH2:9][NH:8][CH2:13][CH2:12]1)=[O:15])=[CH:23][C:22]([O:25][CH3:26])=[CH:21][CH:20]=2

Participants

5

Reactant 2

HCID 6422Trifluoroacetic acidHCID 66920426HCID 66920426, compound

Product 2

HCID 44158541[2-(3-Fluoro-2-methyl-benzyl)-5-methoxy-1-phenyl-1h-indol-3-yl]-piperazin-1-yl-methanoneHCID 66920267[2-(3-fluoro-2-methyl-benzyl)-5-methoxy-1-phenyl-1H-indol-3-yl]-piperazin-1-yl-methanone trifluoroacetic acid salt

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of the compound of step 6 (72.0 mg, 129 μmol) in DCM (8 ml) was added TFA (2 ml), and the reaction mixture was stirred at room temperature for 2 h. The solvents were evaporated. The solid was dissolved in MOH and water and lyophilized to give the title compound in the form of the [2-(3-fluoro-2-methyl-benzyl)-5-methoxy-1-phenyl-1H-indol-3-yl]-piperazin-1-yl-methanone trifluoroacetic acid salt as a white solid. Yield: 70.0 mg.

Workup

  1. customThe solvents were evaporated
  2. dissolutionThe solid was dissolved in MOH and water

Sources & evidence

ORD record
ord-5284cf734a6b4e6ea0854d330a081ec6
Source dataset
uspto-grants-2012_07
Patent number
US08211885B2

Reaction notes

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