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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1937617Generated: November 1, 2026

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

https://huagongshe.com/reaction/1937617

Reaction equation

Participants

RoleNameHCIDCharge
Reactant5-Bromo-2-oxindoleHCID 611193—
Reactant3,5-dimethyl-4-(3-morpholin-4-yl-propyl)-1H-pyrrole-2-carbaldehydeHCID 21925726—
CatalystPyrrolidineHCID 31268—
SolventEthanolHCID 702—
Product5-bromo-3-[3,5-dimethyl-4-(3-morpholin-4-yl-propyl)-1H-pyrrol-2-ylmethylene]-1,3-dihydroindol-2-oneHCID 5431145690%

Reaction Conditions

Temperature90 °C

Reaction Steps

A mixture of 5-bromo-1,3-dihydroindol-2-one (212 mg, 1.0 mmol), 3,5-dimethyl-4-(3-morpholin-4-yl-propyl)-1H-pyrrole-2-carbaldehyde (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 399.8 mg (90%) of 5-bromo-3-[3,5-dimethyl-4-(3-morpholin-4-yl-propyl)-1H-pyrrol-2-ylmethylene]-1,3-dihydroindol-2-one as a red solid:

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06395734B1
Source datasetuspto-grants-2002_05
ORD IDord-a92f4547e4084d518f37bce4c9aa5781
Source noteuspto-grants-2002_05