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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1840483Generated: October 26, 2026

Piperidine → 3-(3-methyl-1H-indol-2-ylmethylene)-2-oxo-2,3-dihydro-1H-indole-5-carboxylic acid

https://huagongshe.com/reaction/1840483

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPiperidineHCID 8082—
Reactant3-Methyl-1H-indole-2-carbaldehydeHCID 277260—
Reactant2-Oxindole-5-carboxylic acidHCID 2773318—
SolventEthanolHCID 702—
Product3-(3-methyl-1H-indol-2-ylmethylene)-2-oxo-2,3-dihydro-1H-indole-5-carboxylic acidHCID 5413855567%

Reaction Conditions

Temperature90 °C

Reaction Steps

A mixture of 5-carboxy-2-oxindole (113 mg), 3-methylindole-2-carbaldehyde (56 mg) (prepared according to Synthetic Communications, 1986, 16, 1799) and piperidine (30 mg) in ethanol (1 mL) was heated in a sealed tube at 90° C. for overnight. The mixture was cooled to room temperature. The solid was collected by vacuum filtration, washed with cold ethanol and dried in oven for overnight to give 75 mg (58% yield) of 3-(3-methyl-1H-indol-2-ylmethylene)-2-oxo-2,3-dihydro-1H-indole-5-carboxylic acid (piperidine salt).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06680335B2
Source datasetuspto-grants-2004_01
ORD IDord-97a6ac677a4b4088b7bc8b15385eb644
Source noteuspto-grants-2004_01