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

HRID 1815309Notes

Reaction equation

HRID 1815309 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]([O:14][C:15]([C:17]1[C:21]([C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)=[C:20]([CH:28]=O)[NH:19][C:18]=1[CH3:30])=[O:16])[CH3:13]>>[CH2:12]([O:14][C:15]([C:17]1[C:21]([C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)=[C:20]([CH:28]=[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:19][C:18]=1[CH3:30])=[O:16])[CH3:13]

Participants

3

Reactant 2

HCID 6111935-Bromo-2-oxindoleHCID 206047795-formyl-2-methyl-4-phenyl-1H-pyrrole-3-carboxylic acid ethyl ester

Product 1

HCID 672815515-(5-Bromo-2-oxo-1,2-dihydroindol-3-ylidenemethyl)-2-methyl-4-phenyl-1H-pyrrole-3-carboxylic acid ethyl esterYield 60%

Procedure

5-Bromo-1,3-dihydroindol-2-one (60 mg, 0.29 mmol) was condensed with 5-formyl-2-methyl-4-phenyl-1H-pyrrole-3-carboxylic acid ethyl ester (75 mg) to give 78 mg (60%) of the title compound as an orange solid.

Sources & evidence

ORD record
ord-fab71616edca4a5aa85d72c7622f17c5
Source dataset
uspto-grants-2005_04
Patent number
US06878733B1

Reaction notes

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