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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1790931Generated: October 27, 2026

Piperidine → 2-Oxo-3-[5-(3-pyrrolidin-1-yl-propyl)-1H-indol-2-ylmethylene]-2,3-dihydro-1H-indole-5-carboxylic acid

https://huagongshe.com/reaction/1790931

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPiperidineHCID 8082—
Reactant2-Oxindole-5-carboxylic acidHCID 2773318—
Reactant5-(3-pyrrolidin-1-yl-propyl)-1H-indole-2-carbaldehydeHCID 22042122—
SolventEthanolHCID 702—
Product2-Oxo-3-[5-(3-pyrrolidin-1-yl-propyl)-1H-indol-2-ylmethylene]-2,3-dihydro-1H-indole-5-carboxylic acidHCID 69586864—

Reaction Conditions

Temperature80 °C

Reaction Steps

A mixture of 5-carboxy-2-oxindole (35 mg, 0.2 mmol), 5-(3-pyrrolidin-1-yl-propyl)-1H-indole-2-carbaldehyde (51 mg, 0.2 mmol) and piperidine (0.2 mL) in ethanol (1 mL) was heated in a sealed tube at 80° C. for 6 hours. The reaction mixture was concentrated and the residue was dissolved in methanol, made acidic with 1 N hydrochloric acid until solid was formed. The precipitate was filtered, washed with 1 N hydrochloric acid, water, ethanol and dried to give the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07071332B2
Source datasetuspto-grants-2006_07
ORD IDord-c550b8fc70904b66b7a429d15322bdd5
Source noteuspto-grants-2006_07