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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1860812Generated: November 1, 2026

Pyrrolidine → 5-Chloro-3-(3-(3-pyridyl)-4-methoxybenzylidene)-1,3-dihydroindol-2-one

https://huagongshe.com/reaction/1860812

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyrrolidineHCID 31268—
Reactant5-ChlorooxindoleHCID 152801—
Reactant4-Methoxy-3-(pyridin-3-yl)benzaldehydeHCID 22391521—
SolventEthanolHCID 702—
Product5-Chloro-3-(3-(3-pyridyl)-4-methoxybenzylidene)-1,3-dihydroindol-2-oneHCID 5424199463.5%

Reaction Conditions

Temperature100 °C

Reaction Steps

A mixture of 3-(3-pyridyl)-4-methoxybenzaldehyde (0.25 g), 5-chloro-2-oxindole (0.2 g) and pyrrolidine (0.5 ml) in ethanol (2 ml) was placed in a sealed tube and heated to 100° C. A precipitate formed within 10 minutes so the reaction was diluted with another 10 ml of ethanol and heating resumed. After 4 hours, the reaction was cooled and the solid was removed by filtration and washed with ethanol and then hexanes to afford 0.27 g (61%) of 5-chloro-3-(3-(3-pyridyl)-4-methoxybenzylidene)-1,3-dihydroindol-2-one as a yellow-orange solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06531502B1
Source datasetuspto-grants-2003_03
ORD IDord-fa250c40f0084326ad53e4682531daeb
Source noteuspto-grants-2003_03