Methyl iodide → N-(2-{6-Chloro-3-[4-(2-fluoro-phenyl)-piperazine-1-carbonyl]-indol-1-yl}-ethyl)-N-methyl-acetamide

HRID 505190Notes

Reaction equation

HRID 505190 reaction equation
[Cl:1][C:2]1[CH:10]=[C:9]2[C:5]([C:6]([C:17]([N:19]3[CH2:24][CH2:23][N:22]([C:25]4[CH:30]=[CH:29][CH:28]=[CH:27][C:26]=4[F:31])[CH2:21][CH2:20]3)=[O:18])=[CH:7][N:8]2[CH2:11][CH2:12][NH:13][C:14](=[O:16])[CH3:15])=[CH:4][CH:3]=1.[H-].[Na+].[CH3:34]I>CN(C=O)C>[Cl:1][C:2]1[CH:10]=[C:9]2[C:5]([C:6]([C:17]([N:19]3[CH2:24][CH2:23][N:22]([C:25]4[CH:30]=[CH:29][CH:28]=[CH:27][C:26]=4[F:31])[CH2:21][CH2:20]3)=[O:18])=[CH:7][N:8]2[CH2:11][CH2:12][N:13]([CH3:34])[C:14](=[O:16])[CH3:15])=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 6328Methyl iodideHCID 24758Sodium hydrideHCID 46898639N-(2-{6-Chloro-3-[4-(2-fluoro-phenyl)-piperazine-1-carbonyl]-indol-1-yl}-ethyl)-acetamide

Product 1

HCID 46898641N-(2-{6-Chloro-3-[4-(2-fluoro-phenyl)-piperazine-1-carbonyl]-indol-1-yl}-ethyl)-N-methyl-acetamide

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

N-(2-{6-Chloro-3-[4-(2-fluoro-phenyl)-piperazine-1-carbonyl]-indol-1-yl}-ethyl)-acetamide (preparation described herein) was treated with NaH (1.05 eq), MeI (1.05 eq) in dry DMF under argon at RT for 2 h to give after purification by prep. HPLC the title compound.

Workup

  1. customto give
  2. customafter purification by prep

Sources & evidence

ORD record
ord-57351d5fdfbf48b883aa943f194776e7
Source dataset
uspto-grants-2010_08
Patent number
US07781436B2

Reaction notes

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