Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1815406Generated: October 25, 2026

6-bromo-2,3-dihydro-1H-indol-2-one → 3-[5-(6-Bromo-2-oxo-1,2-dihydroindol-3-ylidenemethyl)-4-methyl-1H-pyrrol-3-yl]-propionic acid

https://huagongshe.com/reaction/1815406

Reaction equation

Participants

RoleNameHCIDCharge
Reactant6-bromo-2,3-dihydro-1H-indol-2-oneHCID 2773289—
Reactant3-(5-formyl-4-methyl-1H-pyrrol-3-yl)propanoic acidHCID 15160752—
CatalystPiperidineHCID 8082—
SolventEthanolHCID 702—
Product3-[5-(6-Bromo-2-oxo-1,2-dihydroindol-3-ylidenemethyl)-4-methyl-1H-pyrrol-3-yl]-propionic acidHCID 5383733992.3%

Reaction Steps

4-(2-carboxyethyl)-2-formyl-3-methylpyrrole (90 mg), 106 mg 6-bromo-2-oxindole, and 3 drops piperidine in 3 mL of ethanol were heated at 90° C. for 4 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 overnight to give 172 mg (92%) of the title compound as a yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06878733B1
Source datasetuspto-grants-2005_04
ORD IDord-fd8ceba0770347e0a18c6f972bac21ac
Source noteuspto-grants-2005_04