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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1243432Generated: October 26, 2026

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

https://huagongshe.com/reaction/1243432

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPiperidineHCID 8082—
Reactant5-Bromo-2-oxindoleHCID 611193—
Reactant3-(5-formyl-4-methyl-1H-pyrrol-3-yl)propanoic acidHCID 15160752—
SolventEthanolHCID 702—
Product3-[5-(5-Bromo-2-oxo-1,2-dihydroindol-3-ylidenemethyl)-4-methyl-1H-pyrrol-3-yl]-propionic acidHCID 5392000264.4%

Reaction Steps

4-(2-Carboxyethyl)-2-formyl-3-methylpyrrole (90 mg), 106 mg 5-bromo-2-oxindole, and 75 μL piperidine in 2 mL ethanol were heated to 95° C. for 5 hours. The reaction mixture was cooled and concentrated. The residue was suspended in 2 N aqueous hydrochloric acid. The precipitate was filtered, washed with water to pH 6 and dried in a vacuum oven to give 120 mg (64%) 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-4fba87ab79f24a82a70215299e5f5f76
Source noteuspto-grants-2006_10