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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1839737Generated: October 27, 2026

2-formyl-5-methyl-1H-pyrrole-3-carboxylic acid (2-pyrrolidin-1-yl-ethyl)-amide → 2-[4-(3-bromo-phenyl)-2-oxo-1,2-dihydro-indol-3-ylidenemethyl]-5-methyl-1 H-pyrrole-3-carboxylic acid (2-pyrrolidin-1-yl-ethyl)-amide

https://huagongshe.com/reaction/1839737

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-formyl-5-methyl-1H-pyrrole-3-carboxylic acid (2-pyrrolidin-1-yl-ethyl)-amideHCID 20761618—
Reactant4-(3-Bromo-phenyl)1,3-dihydro-indol-2-oneHCID 22561849—
CatalystPiperidineHCID 8082—
SolventEthanolHCID 702—
Product2-[4-(3-bromo-phenyl)-2-oxo-1,2-dihydro-indol-3-ylidenemethyl]-5-methyl-1 H-pyrrole-3-carboxylic acid (2-pyrrolidin-1-yl-ethyl)-amideHCID 5134639072%

Reaction Steps

To a solution of 4-(3-bromo-phenyl)-1,3-dihydro-indol-2-one (72 mg, 0.25 mmol) and 2-formyl-5-methyl-1H-pyrrole-3-carboxylic acid (2-pyrrolidin-1-yl-ethyl)-amide (64.8 mg, 0.25 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 2-[4-(3-bromo-phenyl)-2-oxo-1,2-dihydro-indol-3-ylidenemethyl]-5-methyl-1H-pyrrole-3-carboxylic acid (2-pyrrolidin-1-yl-ethyl)-amide as a yellow solid (93 mg, 72%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06677368B2
Source datasetuspto-grants-2004_01
ORD IDord-74cda4c275414ddbb93d28f3467a6caa
Source noteuspto-grants-2004_01