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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1839782Generated: November 3, 2026

4-(3-Trifluoromethyl-phenyl)-1,3-dihydro-indol-2-one → 5-methyl-2-[2-oxo-4-(3-trifluoromethyl-phenyl)-1,2-dihydro-indol-3-ylidenemethyl]-1H-pyrrole-3-carboxylic acid (3-pyrrolidin-1-yl-propyl)-amide

https://huagongshe.com/reaction/1839782

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-(3-Trifluoromethyl-phenyl)-1,3-dihydro-indol-2-oneHCID 22561905—
Reactant5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxylic acid (3-pyrrolidin-1-yl-propyl)-amideHCID 86587661—
CatalystPiperidineHCID 8082—
SolventEthanolHCID 702—
Product5-methyl-2-[2-oxo-4-(3-trifluoromethyl-phenyl)-1,2-dihydro-indol-3-ylidenemethyl]-1H-pyrrole-3-carboxylic acid (3-pyrrolidin-1-yl-propyl)-amideHCID 7263779240%

Reaction Steps

To a solution of 4-(3-trifluoromethyl-phenyl)-1,3-dihydro-indol-2-one (69.3 mg, 0.25 mmol) and 5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxylic acid (3-pyrrolidin-1-yl-propyl)-amide (69.8 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 5-methyl-2-[2-oxo-4-(3-trifluoromethyl-phenyl)-1,2-dihydro-indol-3-ylidenemethyl]-1H-pyrrole-3-carboxylic acid (3-pyrrolidin-1-yl-propyl)-amide as a yellow solid (52.2 mg, 40%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06677368B2
Source datasetuspto-grants-2004_01
ORD IDord-8f18827d35174d468079791ab606fd8f
Source noteuspto-grants-2004_01