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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1243498Generated: October 27, 2026

Oxindole → 3-[3,5-dimethyl-4-(3-morpholin-4-yl-propyl)-1H-pyrrol-2-ylmethylene]-1,3-dihydroindol-2-one

https://huagongshe.com/reaction/1243498

Reaction equation

Participants

RoleNameHCIDCharge
ReactantOxindoleHCID 321710—
Reactant3,5-dimethyl-4-(3-morpholin-4-yl-propyl)-1H-pyrrole-2-carbaldehydeHCID 21925726—
CatalystPyrrolidineHCID 31268—
SolventEthanolHCID 702—
Product3-[3,5-dimethyl-4-(3-morpholin-4-yl-propyl)-1H-pyrrol-2-ylmethylene]-1,3-dihydroindol-2-oneHCID 5436073185%

Reaction Conditions

Temperature90 °C

Reaction Steps

A mixture of 1,3-dihydroindol-2-one (133 mg, 1.0 mmol), 3,5-dimethyl-4-(3-morpholin-4-yl-propyl)-1H-pyrrole-2-carboxaldehyde (250 mg, 1.0 mmol) and 3 drops pyrrolidine in 2.0 ml of ethanol was refluxed at 90° C. for 4 hours and then cooled to room temperature. The precipitate was filtered, washed with cold ethanol and hexane, and dried in a vacuum oven overnight to give 308.9 mg (85%) of 3-[3,5-dimethyl-4-(3-morpholin-4-yl-propyl)-1H-pyrrol-2-ylmethylene]-1,3-dihydroindol-2-one as a yellow solid:

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07119090B2
Source datasetuspto-grants-2006_10
ORD IDord-fe6e13561b3849db9599482118a525c4
Source noteuspto-grants-2006_10