5-Bromo-2-oxindole → 5-(5-Bromo-2-oxo-1,2-Dihydroindol-3-Ylidenemethyl)-2,4-Dimethyl-1H-Pyrrole-3-Carboxylic Acid (3-Imidazol-1-yl-Propyl)Amide

HRID 2101589Notes

Reaction equation

HRID 2101589 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[NH:7][C:6](=[O:11])[CH2:5]2.[N:12]1([CH2:17][CH2:18][CH2:19][NH:20][C:21]([C:23]2[C:27]([CH3:28])=[C:26]([CH:29]=O)[NH:25][C:24]=2[CH3:31])=[O:22])[CH:16]=[CH:15][N:14]=[CH:13]1>>[N:12]1([CH2:17][CH2:18][CH2:19][NH:20][C:21]([C:23]2[C:27]([CH3:28])=[C:26]([CH:29]=[C:5]3[C:4]4[C:8](=[CH:9][CH:10]=[C:2]([Br:1])[CH:3]=4)[NH:7][C:6]3=[O:11])[NH:25][C:24]=2[CH3:31])=[O:22])[CH:16]=[CH:15][N:14]=[CH:13]1

Participants

3

Reactant 2

HCID 6111935-Bromo-2-oxindoleHCID 865862085-formyl-2,4-dimethyl-1H-pyrrole-3-carboxylic acid (3-imidazol-1-ylpropyl)amide

Product 1

HCID 672802115-(5-Bromo-2-oxo-1,2-Dihydroindol-3-Ylidenemethyl)-2,4-Dimethyl-1H-Pyrrole-3-Carboxylic Acid (3-Imidazol-1-yl-Propyl)AmideYield 59%

Procedure

5-Bromo-1,3-dihydroindol-2-one (0.09 g, 0.4 mmol) was condensed with 5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxylic acid (3-imidazol-1-ylpropyl)amide (0.1 g) to give 0.1 g (59%) of the title compound as an orange solid.

Sources & evidence

ORD record
ord-5729e0080eda440a9dd2bc5d798d5850
Source dataset
uspto-grants-2009_08
Patent number
US07572924B2

Reaction notes

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