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

HRID 1815280Notes

Reaction equation

HRID 1815280 reaction equation
[O:1]=[C:2]1[CH:10]=[C:9]2[C:4]([CH:5]=[CH:6][CH:7]=[CH:8]2)=[N:3]1.[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:10]2[C:9]3[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=3)[NH:3][C:2]2=[O:1])=[C:18]([CH3:20])[CH:19]=1)=[O:14]

Participants

3

Reactant 2

HCID 9834057Methyl 5-formyl-4-methyl-1H-pyrrole-2-carboxylateHCID 17904787Indol-2-one

Product 1

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

Procedure

Oxoindole (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-7935f83ca24748c0b9ace0c6a989c9ce
Source dataset
uspto-grants-2005_04
Patent number
US06878733B1

Reaction notes

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