Methyl iodide → 5-Chloro-3-methylbenzo[b]thiophene-2-sulfonic acid [1-(2-cyanopyridin-4-ylmethyl)-2-oxopyrrolidin-3-(S)-yl]-methylamide

HRID 619860Notes

Reaction equation

HRID 619860 reaction equation
[C:1]([C:3]1[CH:8]=[C:7]([CH2:9][N:10]2[CH2:14][CH2:13][C@H:12]([NH:15][S:16]([C:19]3[S:23][C:22]4[CH:24]=[CH:25][C:26]([Cl:28])=[CH:27][C:21]=4[C:20]=3[CH3:29])(=[O:18])=[O:17])[C:11]2=[O:30])[CH:6]=[CH:5][N:4]=1)#[N:2].[CH3:31]I>>[C:1]([C:3]1[CH:8]=[C:7]([CH2:9][N:10]2[CH2:14][CH2:13][C@H:12]([N:15]([CH3:31])[S:16]([C:19]3[S:23][C:22]4[CH:24]=[CH:25][C:26]([Cl:28])=[CH:27][C:21]=4[C:20]=3[CH3:29])(=[O:17])=[O:18])[C:11]2=[O:30])[CH:6]=[CH:5][N:4]=1)#[N:2]

Participants

3

Reactant 2

HCID 6328Methyl iodideHCID 544718725-Chloro-3-methylbenzo[b]thiophene-2-sulfonic acid [1-(2-cyanopyridin-4-ylmethyl)-2-oxopyrrolidin-3-(S)-yl]amide

Product 1

HCID 183924455-Chloro-3-methylbenzo[b]thiophene-2-sulfonic acid [1-(2-cyanopyridin-4-ylmethyl)-2-oxopyrrolidin-3-(S)-yl]-methylamide

Procedure

The title compound is prepared from 5-chloro-3-methylbenzo[b]thiophene-2-sulfonic acid [1-(2-cyanopyridin-4-ylmethyl)-2-oxopyrrolidin-3-(S)-yl]amide as described in EXAMPLE 141, Part D using methyl iodide in place of benzyl bromide. The crude product is purified by column chromatography eluting with gradient of 10% EtOAc/CH2Cl2 to 25% EtOAc/CH2Cl2 to afford the title compound as a white solid.

Workup

  1. customThe crude product is purified by column chromatography
  2. washeluting with gradient of 10% EtOAc/CH2Cl2 to 25% EtOAc/CH2Cl2

Sources & evidence

ORD record
ord-11722d8a4469481eae3e337e42b89d2a
Source dataset
uspto-grants-1999_09
Patent number
US05958918

Reaction notes

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