Methyl iodide → [6-({Methyl-[5-(4-trifluoromethyl-phenyl)-pent-4-ynoyl]-amino}-methyl)-indol-1-yl]-acetic acid

HRID 751230Notes

Reaction equation

HRID 751230 reaction equation
C([O:3][C:4](=[O:33])[CH2:5][N:6]1[C:14]2[C:9](=[CH:10][CH:11]=[C:12]([CH2:15][NH:16][C:17](=[O:32])[CH2:18][CH2:19][C:20]#[C:21][C:22]3[CH:27]=[CH:26][C:25]([C:28]([F:31])([F:30])[F:29])=[CH:24][CH:23]=3)[CH:13]=2)[CH:8]=[CH:7]1)C.[CH3:34]I.[H-].[Na+]>>[CH3:34][N:16]([CH2:15][C:12]1[CH:13]=[C:14]2[C:9]([CH:8]=[CH:7][N:6]2[CH2:5][C:4]([OH:3])=[O:33])=[CH:10][CH:11]=1)[C:17](=[O:32])[CH2:18][CH2:19][C:20]#[C:21][C:22]1[CH:27]=[CH:26][C:25]([C:28]([F:29])([F:31])[F:30])=[CH:24][CH:23]=1

Participants

4

Reactant 3

HCID 6328Methyl iodideHCID 24758Sodium hydrideHCID 68826130(6-{[5-(4-Trifluoromethyl-phenyl)-pent-4-ynoylamino]-methyl}-indol-1-yl)-acetic acid ethyl ester

Product 1

HCID 67012681[6-({Methyl-[5-(4-trifluoromethyl-phenyl)-pent-4-ynoyl]-amino}-methyl)-indol-1-yl]-acetic acid

Procedure

In analogy to the procedure described in example 8 d], (6-{[5-(4-trifluoromethyl-phenyl)-pent-4-ynoylamino]-methyl}-indol-1-yl)-acetic acid ethyl ester was reacted with methyl iodide in the presence of sodium hydride to give the title compound as yellow foam.

Workup

  1. customdescribed in example 8 d

Sources & evidence

ORD record
ord-b61c8bb2c4294e06b48341d98babc689
Source dataset
uspto-grants-2008_07
Patent number
US07405236B2

Reaction notes

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