2-Oxo-1,3-dihydroindole-6-carboxylic acid → 3-[4-(2-Diethylaminoethylcarbamoyl)-3,5-dimethyl-1H-pyrrol-2-ylmethylene]-2-oxo-2,3-dihydro-1H-indole-6-carboxylic acid

HRID 1368483Notes

Reaction equation

HRID 1368483 reaction equation
[O:1]=[C:2]1[CH2:10][C:9]2[C:4](=[CH:5][C:6]([C:11]([OH:13])=[O:12])=[CH:7][CH:8]=2)[NH:3]1.[CH2:14]([N:16]([CH2:31][CH3:32])[CH2:17][CH2:18][NH:19][C:20]([C:22]1[C:26]([CH3:27])=[C:25]([CH:28]=O)[NH:24][C:23]=1[CH3:30])=[O:21])[CH3:15]>>[CH2:31]([N:16]([CH2:14][CH3:15])[CH2:17][CH2:18][NH:19][C:20]([C:22]1[C:26]([CH3:27])=[C:25]([CH:28]=[C:10]2[C:9]3[C:4](=[CH:5][C:6]([C:11]([OH:13])=[O:12])=[CH:7][CH:8]=3)[NH:3][C:2]2=[O:1])[NH:24][C:23]=1[CH3:30])=[O:21])[CH3:32]

Participants

3

Reactant 2

HCID 72133232-Oxo-1,3-dihydroindole-6-carboxylic acidHCID 20761785N-(2-(diethylamino)ethyl)-5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxamide

Product 1

HCID 672814993-[4-(2-Diethylaminoethylcarbamoyl)-3,5-dimethyl-1H-pyrrol-2-ylmethylene]-2-oxo-2,3-dihydro-1H-indole-6-carboxylic acidYield 92%

Procedure

2-Oxo-2,3-dihydro-1H-indole-6-carboxylic acid (80 mg, 0.45 mmol) was condensed with 5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxylic acid (2-diethylaminoethyl)amide to give 210 mg (92%) of the title compound as a yellow orange solid.

Sources & evidence

ORD record
ord-10fecf7fa317418698b1d2bd77f5b843
Source dataset
uspto-grants-2003_06
Patent number
US06573293B2

Reaction notes

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