Oxindole → 4-(2-Carboxyethyl)-3-methyl-5-(2-oxo-1,2-dihydroindol-3-ylidenemethyl)-1H-pyrrole-2-carboxylic Acid Ethyl Ester

HRID 1860872Notes

Reaction equation

HRID 1860872 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].[CH2:11]([O:13][C:14]([C:16]1[NH:17][C:18]([CH:27]=O)=[C:19]([CH2:22][CH2:23][C:24]([OH:26])=[O:25])[C:20]=1[CH3:21])=[O:15])[CH3:12]>>[CH2:11]([O:13][C:14]([C:16]1[NH:17][C:18]([CH:27]=[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:19]([CH2:22][CH2:23][C:24]([OH:26])=[O:25])[C:20]=1[CH3:21])=[O:15])[CH3:12]

Participants

3

Reactant 2

HCID 321710OxindoleHCID 152706233-[5-(Ethoxycarbonyl)-2-formyl-4-methyl-1H-pyrrol-3-yl]propanoic acid

Product 1

HCID 542461354-(2-Carboxyethyl)-3-methyl-5-(2-oxo-1,2-dihydroindol-3-ylidenemethyl)-1H-pyrrole-2-carboxylic Acid Ethyl EsterYield 65%

Procedure

Oxindole (0.25 g, 1.88 mmol) was condensed with 4-(2-carboxyethyl)-5-formyl-3-methyl-1H-pyrrole-2-carboxylic acid ethyl ester (0.5 g, 1.97 mmol) to give 0.45 g (65%) of the title compound.

Sources & evidence

ORD record
ord-af21bde1a9174b43a71593d780d84770
Source dataset
uspto-grants-2003_03
Patent number
US06531502B1

Reaction notes

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