Oxindole → 4-Methyl-5-(2-oxo-1,2-dihydroindol-3-ylidenemethyl)-1H-pyrrole-2-carboxylic acid methyl ester

HRID 1008147Notes

Reaction equation

HRID 1008147 reaction equation
[NH:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH2:3][C:2]1=[O:10].[CH3:11][O:12][C:13]([C:15]1[NH:16][C:17]([CH:21]=O)=[C:18]([CH3:20])[CH:19]=1)=[O:14]>>[CH3:11][O:12][C:13]([C:15]1[NH:16][C:17]([CH:21]=[C:3]2[C:4]3[C:9](=[CH:8][CH:7]=[CH:6][CH:5]=3)[NH:1][C:2]2=[O:10])=[C:18]([CH3:20])[CH:19]=1)=[O:14]

Participants

3

Reactant 2

HCID 321710OxindoleHCID 9834057Methyl 5-formyl-4-methyl-1H-pyrrole-2-carboxylate

Product 1

HCID 541656534-Methyl-5-(2-oxo-1,2-dihydroindol-3-ylidenemethyl)-1H-pyrrole-2-carboxylic acid methyl esterYield 81%

Procedure

Oxindole (105 mg, 0.79 mmol) was condensed with 5-formyl-4-methyl-1H-pyrrole-2-carboxylic acid methyl ester (110 mg, 0.67 mmol) using method E to give 153.2 mg (81%) of the title compound.

Sources & evidence

ORD record
ord-e68e3421dadf49c58127f60020647d12
Source dataset
uspto-grants-2004_09
Patent number
US06797725B2

Reaction notes

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