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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1815373Generated: October 26, 2026

Piperidine → 3-[5-(6-Chloro-2-oxo-1,2-dihydroindol-3-ylidenemethyl)-4-methyl-1H-pyrrol-3-yl]-propionic acid

https://huagongshe.com/reaction/1815373

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPiperidineHCID 8082—
Reactant6-Chloro-1,3-dihydroindol-2-oneHCID 736344—
Reactant3-(5-formyl-4-methyl-1H-pyrrol-3-yl)propanoic acidHCID 15160752—
SolventEthanolHCID 702—
Product3-[5-(6-Chloro-2-oxo-1,2-dihydroindol-3-ylidenemethyl)-4-methyl-1H-pyrrol-3-yl]-propionic acidHCID 5452433574.4%

Reaction Steps

4-(2-Carboxyethyl)-2-formyl-3-methylpyrrole (200 mg), 167.6 mg 6-chloro-2-oxindole, and 166 μL piperidine in 2 mL of ethanol were heated at 95° C. for 5 hours. 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 to give 246 mg (74%) of the title compound as a brown solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06878733B1
Source datasetuspto-grants-2005_04
ORD IDord-dd34b3ded5514ead887c50461bda4a14
Source noteuspto-grants-2005_04