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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1839686Generated: October 26, 2026

3-[(3R)-3-dimethylamino-pyrrolidin-1-ylcarbonyl]-5-methyl-1H-pyrrole-2-carbaldehyde → 3-[3-[3-(3R)-dimethylamino-pyrrolidine-1-carbonyl)-5-methyl-1H-pyrrol-2-ylmethylene]-4-(4-fluoro-phenyl)-1,3-dihydro-indol-2-one

https://huagongshe.com/reaction/1839686

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-[(3R)-3-dimethylamino-pyrrolidin-1-ylcarbonyl]-5-methyl-1H-pyrrole-2-carbaldehydeHCID 20611466—
Reactant4-(4-Fluoro-phenyl)-1,3-dihydro-indol-2-oneHCID 22561852—
CatalystPiperidineHCID 8082—
SolventEthanolHCID 702—
Product3-[3-[3-(3R)-dimethylamino-pyrrolidine-1-carbonyl)-5-methyl-1H-pyrrol-2-ylmethylene]-4-(4-fluoro-phenyl)-1,3-dihydro-indol-2-oneHCID 69742282—

Reaction Steps

To a solution of 4-(4-fluoro-phenyl)-1,3-dihydro-indol-2-one (56.8 mg, 0.25 mmol) and 3-[3-(3R)-dimethylamino-pyrrolidine-1-carbonyl]-5-methyl-1H-pyrrole-2-carbaldehyde (64.8 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 3-[3-[3-(3R)-dimethylamino-pyrrolidine-1-carbonyl]-5-methyl-1H-pyrrol-2-ylmethylene]-4-(4-fluoro-phenyl)-1,3-dihydro-indol-2-one as a yellow solid (63.9, 56%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06677368B2
Source datasetuspto-grants-2004_01
ORD IDord-244987c418d242c6949839e75ccc3c4e
Source noteuspto-grants-2004_01