5-Bromo-2-oxindole → 5-(5-Bromo-2-oxo-1,2-dihydroindol-3-ylidenemethyl)-2-methyl-4-phenyl-1H-pyrrole-3-carboxylic acid (2-dimethylaminoethyl)amide

HRID 1815307Notes

Reaction equation

HRID 1815307 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.[CH3:12][N:13]([CH3:33])[CH2:14][CH2:15][NH:16][C:17]([C:19]1[C:23]([C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)=[C:22]([CH:30]=O)[NH:21][C:20]=1[CH3:32])=[O:18]>>[CH3:12][N:13]([CH3:33])[CH2:14][CH2:15][NH:16][C:17]([C:19]1[C:23]([C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)=[C:22]([CH:30]=[C:5]2[C:4]3[C:8](=[CH:9][CH:10]=[C:2]([Br:1])[CH:3]=3)[NH:7][C:6]2=[O:11])[NH:21][C:20]=1[CH3:32])=[O:18]

Participants

3

Reactant 2

HCID 6111935-Bromo-2-oxindoleHCID 86586206HCID 86586206, compound

Product 1

HCID 672808915-(5-Bromo-2-oxo-1,2-dihydroindol-3-ylidenemethyl)-2-methyl-4-phenyl-1H-pyrrole-3-carboxylic acid (2-dimethylaminoethyl)amideYield 56%

Procedure

5-Bromo-1,3-dihydroindol-2-one (46 mg, 0.22 mmol) was condensed with 5-formyl-2-methyl-4-phenyl-1H-pyrrole-3-carboxylic acid (2-dimethylaminoethyl)amide (65 mg) to give 60 mg (55%) of the title compound as a yellow solid.

Sources & evidence

ORD record
ord-fa71d08e22464727ab9d3c2bf3f37449
Source dataset
uspto-grants-2005_04
Patent number
US06878733B1

Reaction notes

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