alpha-Bromo-2-nitrotoluene → 7-Methoxynaphthalene-2-sulfonic acid [1-(3-cyanobenzyl)-2-oxopyrrolidin-3-(S)-yl]-(2-nitrobenzyl)amide

HRID 619789Notes

Reaction equation

HRID 619789 reaction equation
[C:1]([C:3]1[CH:4]=[C:5]([CH:29]=[CH:30][CH:31]=1)[CH2:6][N:7]1[CH2:11][CH2:10][C@H:9]([NH:12][S:13]([C:16]2[CH:25]=[CH:24][C:23]3[C:18](=[CH:19][C:20]([O:26][CH3:27])=[CH:21][CH:22]=3)[CH:17]=2)(=[O:15])=[O:14])[C:8]1=[O:28])#[N:2].[N+:32]([C:35]1[CH:42]=[CH:41][CH:40]=[CH:39][C:36]=1[CH2:37]Br)([O-:34])=[O:33]>>[C:1]([C:3]1[CH:4]=[C:5]([CH:29]=[CH:30][CH:31]=1)[CH2:6][N:7]1[CH2:11][CH2:10][C@H:9]([N:12]([CH2:37][C:36]2[CH:39]=[CH:40][CH:41]=[CH:42][C:35]=2[N+:32]([O-:34])=[O:33])[S:13]([C:16]2[CH:25]=[CH:24][C:23]3[C:18](=[CH:19][C:20]([O:26][CH3:27])=[CH:21][CH:22]=3)[CH:17]=2)(=[O:15])=[O:14])[C:8]1=[O:28])#[N:2]

Participants

3

Reactant 2

HCID 77569alpha-Bromo-2-nitrotolueneHCID 105508547-methoxynaphtalene-2-sulfonic acid [1-(3-cyanobenzyl)-2-oxopyrrolidin-3-(S)-yl]amide

Product 1

HCID 537076887-Methoxynaphthalene-2-sulfonic acid [1-(3-cyanobenzyl)-2-oxopyrrolidin-3-(S)-yl]-(2-nitrobenzyl)amide

Procedure

The title compound is prepared as described in EXAMPLE 25, Part A using 7-methoxynaphthalene-2-sulfonic acid [1-(3-cyanobenzyl)-2-oxopyrrolidin-3-(S)-yl]amide as the starting material and o-nitrobenzyl bromide in place of methyl iodide. The crude product is triturated from 50% EtOAc/hexanes to afford the title compound as a solid.

Workup

  1. customThe title compound is prepared
  2. customThe crude product is triturated from 50% EtOAc/hexanes

Sources & evidence

ORD record
ord-ec9f97c2f8b148259007cbbf5ac95ce7
Source dataset
uspto-grants-1999_09
Patent number
US05958918

Reaction notes

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