tert-Butyl bromoacetate → HCID 57152511, compound

HRID 619861Notes

Reaction equation

HRID 619861 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]([O:36][C:37]([CH3:40])([CH3:39])[CH3:38])=[O:35]>>[C:37]([O:36][C:34](=[O:35])[CH2:33][N:15]([C@H:12]1[CH2:13][CH2:14][N:10]([CH2:9][C:7]2[CH:6]=[CH:5][N:4]=[C:3]([C:1]#[N:2])[CH:8]=2)[C:11]1=[O:31])[S:16]([C:19]1[CH:28]=[CH:27][C:26]2[C:21](=[CH:22][C:23]([O:29][CH3:30])=[CH:24][CH:25]=2)[CH:20]=1)(=[O:18])=[O:17])([CH3:40])([CH3:39])[CH3:38]

Participants

3

Reactant 2

HCID 79177tert-Butyl bromoacetateHCID 10765378HCID 10765378, compound

Product 1

HCID 57152511HCID 57152511, compound

Procedure

The title compound is prepared from 7-methoxynaphthalene-2-sulfonic acid-[1-(2-cyano-pyridin-4-ylmethyl)-2-oxopyrrolidin-3-(S)-yl]amide as described in EXAMPLE 141, Part D using tert-butyl bromoacetate 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-1e0c01e50f32418593bf9412cb050db8
Source dataset
uspto-grants-1999_09
Patent number
US05958918

Reaction notes

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