3-(Bromomethyl)thiophene → HCID 18392450, compound

HRID 619863Notes

Reaction equation

HRID 619863 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[CH:28]=[CH:27][C:26]4[C:21](=[CH:22][C:23]([O:29][CH3:30])=[CH:24][CH:25]=4)[CH:20]=3)(=[O:18])=[O:17])[C:11]2=[O:31])[CH:6]=[CH:5][N:4]=1)#[N:2].Br[CH2:33][C:34]1[CH:38]=[CH:37][S:36][CH:35]=1>>[C:1]([C:3]1[CH:8]=[C:7]([CH2:9][N:10]2[CH2:14][CH2:13][C@H:12]([N:15]([CH2:33][C:34]3[CH:38]=[CH:37][S:36][CH:35]=3)[S:16]([C:19]3[CH:28]=[CH:27][C:26]4[C:21](=[CH:22][C:23]([O:29][CH3:30])=[CH:24][CH:25]=4)[CH:20]=3)(=[O:18])=[O:17])[C:11]2=[O:31])[CH:6]=[CH:5][N:4]=1)#[N:2]

Participants

3

Reactant 2

HCID 5207033-(Bromomethyl)thiopheneHCID 10765378HCID 10765378, compound

Product 1

HCID 18392450HCID 18392450, compound

Procedure

The title compound is prepared from 7-methoxynaphthalene-2-sulfonic acid [1-(2-cyanopyridin-4-ylmethyl)-2-oxopyrrolidin-3-(S)-yl]amide as described in EXAMPLE 141, Part D using 3-bromomethylthiophene 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-a90f0bbb931940cd9a69a90d18d0575d
Source dataset
uspto-grants-1999_09
Patent number
US05958918

Reaction notes

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