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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 641876Generated: October 30, 2026

Potassium Hydroxide → 3-(1-methyl-1,2,3,6-tetrahydropyridin-4-yl)-1H-indole-5-carboxamide

https://huagongshe.com/reaction/641876

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium HydroxideHCID 14797—
ReactantIndole-5-carbonitrileHCID 27513—
Reactant1-Methyl-4-piperidoneHCID 74049—
SolventMethanolHCID 887—
Product3-(1-methyl-1,2,3,6-tetrahydropyridin-4-yl)-1H-indole-5-carboxamideHCID 1497321311.3%

Reaction Conditions

Temperature2.5 °C

Reaction Steps

A solution of KOH (1.0 g, 17.68 mmol) in methanol (20 mL) was added to 1H-indole-5-carbonitrile (1.0 g, 6.96 mmol). 1-methylpiperidin-4-one (1.0 g, 8.75 mmol) was then added dropwise with stirring, while cooling to 0-5° C. and the resulting solution was stirred for 1 hour at 50° C. The reaction mixture was then cooled to room temperature, concentrated, and the residue was purified by column chromatography using ethanol solvent system to give 200 mg of 3-(1-methyl-1,2,3,6-tetrahydropyridin-4-yl)-1H-indole-5-carboxamide as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07696229B2
Source datasetuspto-grants-2010_04
ORD IDord-b91424bde1364b5d9aed030b42809dce
Source noteuspto-grants-2010_04