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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1839762Generated: November 1, 2026

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

https://huagongshe.com/reaction/1839762

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-(3-Methoxy-phenyl)-1,3-dihydro indol-2-oneHCID 22561809—
Reactant5-formyl-4-methyl-1 H-pyrrole-3-carboxylic acid (2-diethylamino-ethyl)-amideHCID 86587659—
CatalystPiperidineHCID 8082—
SolventEthanolHCID 702—
Product5-[4-(3-methoxy-phenyl)-2-oxo-1,2-dihydro-indol-3-ylidenemethyl]-4-methyl-1 H-pyrrole-3-carboxylic acid (2-diethylamino-ethyl)-amideHCID 7263771457.1%

Reaction Steps

To a solution of 4-(3-methoxy-phenyl)-1,3-dihydro-indol-2-one (59.8 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. The solvent was evaporated and the solid was washed by ether for three times to provide pure product 5-[4-(3-methoxy-phenyl)-2-oxo-1,2-dihydro-indol-3-ylidenemethyl]-4-methyl-1H-pyrrole-3-carboxylic acid (2-diethylamino-ethyl)-amide (67.5 mg, 57%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06677368B2
Source datasetuspto-grants-2004_01
ORD IDord-4f53695ca2d5417ea0d97b2e3d808d9b
Source noteuspto-grants-2004_01