3-Amino-N-(4-bromophenyl)benzamide → 5-Acetyl-1-methyl-2-oxo-2,3-dihydro-1H-indole-3-carboxylic acid [3-(4-bromo-penylcarbamoyl)-phenyl]-amide

HRID 610070Notes

Reaction equation

HRID 610070 reaction equation
CO[C:3]([CH:5]1[C:13]2[C:8](=[CH:9][CH:10]=[C:11]([C:14]3([CH3:19])[O:18]CCO3)[CH:12]=2)[N:7]([CH3:20])[C:6]1=[O:21])=[O:4].[NH2:22][C:23]1[CH:24]=[C:25]([CH:36]=[CH:37][CH:38]=1)[C:26]([NH:28][C:29]1[CH:34]=[CH:33][C:32]([Br:35])=[CH:31][CH:30]=1)=[O:27]>>[Br:35][C:32]1[CH:33]=[CH:34][C:29]([NH:28][C:26]([C:25]2[CH:24]=[C:23]([NH:22][C:3]([CH:5]3[C:13]4[C:8](=[CH:9][CH:10]=[C:11]([C:14](=[O:18])[CH3:19])[CH:12]=4)[N:7]([CH3:20])[C:6]3=[O:21])=[O:4])[CH:38]=[CH:37][CH:36]=2)=[O:27])=[CH:30][CH:31]=1

Participants

3

Reactant 2

HCID 136095143-Amino-N-(4-bromophenyl)benzamideHCID 539666851-methyl-5-(2-methyl-[1,3]dioxolan-2-yl)-2-oxo-2,3-dihydro-1H-indole-3-carboxylic acid methyl ester

Product 1

HCID 102075265-Acetyl-1-methyl-2-oxo-2,3-dihydro-1H-indole-3-carboxylic acid [3-(4-bromo-penylcarbamoyl)-phenyl]-amide

Procedure

Prepared as in Example 1 from 1-methyl-5-(2-methyl-[1,3]dioxolan-2-yl)-2-oxo-2,3-dihydro-1H-indole-3-carboxylic acid methyl ester and 3-amino-N-(4-bromo-phenyl)-benzamide. Purified by flash-chromatography (hexanes/acetone, 1:1).

Workup

  1. customPurified by flash-chromatography (hexanes/acetone, 1:1)

Sources & evidence

ORD record
ord-7f072b296ace4bb2ad55cee16defa987
Source dataset
uspto-grants-1999_12
Patent number
US05998463

Reaction notes

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