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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1243482Generated: October 30, 2026

6-Phenyl-1,3-dihydro-indol-2-one → 5-[(1,2-Dihydro-2-oxo-6-phenyl-3H-indol-3-ylidene)methyl]-4-methyl-1H-pyrrole-3-propanoic acid

https://huagongshe.com/reaction/1243482

Reaction equation

Participants

RoleNameHCIDCharge
Reactant6-Phenyl-1,3-dihydro-indol-2-oneHCID 10536384—
Reactant3-(5-formyl-4-methyl-1H-pyrrol-3-yl)propanoic acidHCID 15160752—
CatalystPiperidineHCID 8082—
SolventEthanolHCID 702—
Product5-[(1,2-Dihydro-2-oxo-6-phenyl-3H-indol-3-ylidene)methyl]-4-methyl-1H-pyrrole-3-propanoic acidHCID 5723795178.5%

Reaction Steps

4-(2-Carboxyethyl)-2-formyl-3-methylpyrrole (90.5 mg), 105 mg 6-phenyl-2-oxindole and 2 drops piperidine in 2 mL of ethanol were heated at 90° C. overnight. The reaction mixture was cooled and concentrated. The residue was suspended in 6 N aqueous hydrochloric acid. The precipitate was filtered, washed with water to pH 6 and dried in a vacuum oven overnight to give 146 mg (78%) of the title compound as a brown solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07119090B2
Source datasetuspto-grants-2006_10
ORD IDord-378b66d7f33f43c484f1488213111d4a
Source noteuspto-grants-2006_10