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

HRID 505191Notes

Reaction equation

HRID 505191 reaction equation
[Cl:1][C:2]1[CH:10]=[C:9]2[C:5]([C:6]([C:18]([N:20]3[CH2:25][CH2:24][N:23]([C:26]4[CH:31]=[CH:30][CH:29]=[CH:28][C:27]=4[F:32])[CH2:22][CH2:21]3)=[O:19])=[CH:7][N:8]2[CH2:11][CH2:12]CS(N)(=O)=O)=[CH:4][CH:3]=1.[H-].[Na+].CI>CN(C=O)C>[Cl:1][C:2]1[CH:10]=[C:9]2[C:5]([C:6]([C:18]([N:20]3[CH2:25][CH2:24][N:23]([C:26]4[CH:31]=[CH:30][CH:29]=[CH:28][C:27]=4[F:32])[CH2:22][CH2:21]3)=[O:19])=[CH:7][N:8]2[CH2:11][CH2:12][N:20]([CH3:21])[C:18](=[O:19])[CH3:6])=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 6328Methyl iodideHCID 24758Sodium hydrideHCID 866102452-{6-Chloro-3-[4-(2-fluoro-phenyl)-piperazine-1-carbonyl]-indol-1-yl}-ethyl-methanesulfonamide

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-methanesulfonamide (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-e0a87949adfe4d31a4ed72f0a0a5d790
Source dataset
uspto-grants-2010_08
Patent number
US07781436B2

Reaction notes

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