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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 983121Generated: October 25, 2026

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

https://huagongshe.com/reaction/983121

Reaction equation

Participants

RoleNameHCIDCharge
Reactant5-formyl-4-methyl-1 H-pyrrole-2-carboxylic acid (2-diethylamino-ethyl)-amideHCID 9856340—
Reactant4-(3-Fluoro-phenyl)-1,3-dihydro-indol-2-oneHCID 22561756—
CatalystPiperidineHCID 8082—
SolventEthanolHCID 702—
Product5-[4-(3-fluoro-phenyl)-2-oxo-1,2-dihydro-indol-3-ylidenemethyl]-4-methyl-1H-pyrrole-2-carboxylic acid (2-diethylamino-ethyl)-amideHCID 6976838923%

Reaction Steps

To a solution of 4-(3-fluoro-phenyl)1,3-dihydro-indol-2-one (56.8 mg, 0.25 mmol) and 5-formyl-4-methyl-1H-pyrrole-2-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 reaction solution was evaporated, and purified on a silica gel column eluting with MeOH—CH2Cl2 5:95 to provide pure product 5-[4-(3-fluoro-phenyl)2-oxo-1,2-dihydro-indol-3-ylidenemethyl]4-methyl-1H-pyrrole-2-carboxylic acid (2-diethylamino-ethyl)-amide as a yellow solid (26 mg, 23%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06861418B2
Source datasetuspto-grants-2005_03
ORD IDord-92f25c87f82b4e89b16d9f2c79d1f286
Source noteuspto-grants-2005_03