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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 983161Generated: October 30, 2026

4-Phenylindolin-2-one → 3-[4-((cis)-3,5-dimethyl-piperazine-1-carbonyl]-3-methyl-1H-pyrrol-2-ylmethylene]-phenyl-1,3-dihydro-indol-2-one

https://huagongshe.com/reaction/983161

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Phenylindolin-2-oneHCID 13048601—
Reactant4-[(cis)-3,5-dimethyl-piperazine-1-carbonyl]-3-methyl-1H-pyrrole-2-carbaldehydeHCID 20761533—
CatalystPiperidineHCID 8082—
SolventEthanolHCID 702—
Product3-[4-((cis)-3,5-dimethyl-piperazine-1-carbonyl]-3-methyl-1H-pyrrol-2-ylmethylene]-phenyl-1,3-dihydro-indol-2-oneHCID 6974213438.9%

Reaction Steps

To a solution of 4-phenyl-1,3-dihydro-indol-2-one (52.3 mg, 0.25 mmol) and 4-[(cis)3,5-dimethyl-piperazine-carbonyl]-3-methyl-1H-pyrrole-2-carbaldehyde (64.8 mg, 0.26 mmol) in ethanol (2 mL) was added piperidine (3 drops). The reaction mixture was stirred at room temperature for three days. A yellow solid product was precipitated out, filtered, washed by ethanol for three times, and dried under high vacuum to provide pure product 3-[4-((cis)-3,5-dimethyl-piperazine-1-carbonyl]-3-methyl-1H-pyrrol-2-ylmethylene]-phenyl-1,3-dihydro-indol-2-one as a yellow solid (21.5 mg, 20%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06861418B2
Source datasetuspto-grants-2005_03
ORD IDord-c899b15644474acfae3e1772ee6d8190
Source noteuspto-grants-2005_03