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

HRID 2101558Notes

Reaction equation

HRID 2101558 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.[CH2:12]([N:14]([CH2:29][CH3:30])[CH2:15][CH2:16][CH2:17][NH:18][C:19]([C:21]1[NH:22][C:23]([CH:27]=O)=[CH:24][C:25]=1[CH3:26])=[O:20])[CH3:13]>>[CH2:29]([N:14]([CH2:12][CH3:13])[CH2:15][CH2:16][CH2:17][NH:18][C:19]([C:21]1[NH:22][C:23]([CH:27]=[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])=[CH:24][C:25]=1[CH3:26])=[O:20])[CH3:30]

Participants

3

Reactant 2

HCID 6111935-Bromo-2-oxindoleHCID 865861965-formyl-3-methyl-1H-pyrrole-2-carboxylic acid (3-diethylaminopropyl) amide

Product 1

HCID 672823845-(5-Bromo-2-oxo-1,2-dihydroindol-3-ylidenemethyl)-3-methyl-1H-pyrrole-2-carboxylic acid (3-diethylamino-propyl)amideYield 15%

Procedure

5-Bromo-1,3-dihydroindol-2-one (106 mg, 0.5 mmol) was condensed with 5-formyl-3-methyl-1H-pyrrole-2-carboxylic acid (3-diethylaminopropyl)amide to give 35 mg (15%) of the title compound.

Sources & evidence

ORD record
ord-00b8e26432fc4bf9b3a9e71f17c5107c
Source dataset
uspto-grants-2009_08
Patent number
US07572924B2

Reaction notes

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