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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1839760Generated: October 31, 2026

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

https://huagongshe.com/reaction/1839760

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-(3-Bromo-phenyl)1,3-dihydro-indol-2-oneHCID 22561849—
Reactant5-formyl-4-methyl-1 H-pyrrole-3-carboxylic acid (2-diethylamino-ethyl)-amideHCID 86587659—
CatalystPiperidineHCID 8082—
SolventEthanolHCID 702—
Product5-[4-(3-bromo-phenyl)-2-oxo-1,2-dihydro-indol-3-ylidenemethyl]-4-methyl-1H-pyrrole-3-carboxylic acid (2-diethylamino-ethyl)-amideHCID 2494131372%

Reaction Steps

To a solution of 4-(3-bromo-phenyl)-1,3-dihydro-indol-2-one (72.0 mg, 0.25 mmol) and 5-formyl-4-methyl-1H-pyrrole-3-carboxylic acid (2-diethylamino-ethyl)-amide (65.3 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-[4-(3-bromo-phenyl)-2-oxo-1,2-dihydro-indol-3-ylidenemethyl]-4-methyl-1H-pyrrole-3-carboxylic acid (2-diethylamino-ethyl)-amide (93.5 mg, 72%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06677368B2
Source datasetuspto-grants-2004_01
ORD IDord-ade13c615b7c4e50b9532c2eca62af5e
Source noteuspto-grants-2004_01