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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 49791Generated: October 25, 2026

Cyclopropanecarboxylic acid → N-(1-cyclopropylcarbonylpiperidin-4-yl)-4-fluorobenzamide

https://huagongshe.com/reaction/49791

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCyclopropanecarboxylic acidHCID 15655—
Reactant1-HydroxybenzotriazoleHCID 75771—
Reactant1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 2723939—
Reactant4-fluoro-N-(piperidin-4-yl)benzamideHCID 4778226—
SolventDichloromethaneHCID 6344—
ProductN-(1-cyclopropylcarbonylpiperidin-4-yl)-4-fluorobenzamideHCID 9926015—

Reaction Steps

To a suspension of N-(piperidin-4-yl)-4-fluorobenzamide (556 mg) in dichloromethane (6 ml) were added cyclopropanecarboxylic acid (0.20 ml), 1-hydroxybenzotriazole (338 mg) and 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (480 mg) at ambient temperature. After stirring for 21 hours, the mixture was diluted with dichloromethane, and washed with water, saturated aqueous sodium hydrogen carbonate, and brine. After drying with magnesium sulfate, the solvents were removed under reduced pressure. After crystallization from diisopropyl ether, N-(1-cyclopropylcarbonylpiperidin-4-yl)-4-fluorobenzamide (627 mg) was obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06710043B1
Source datasetuspto-grants-2004_03
ORD IDord-172de2d3a4fd4dff8daa387af3ff6796
Source noteuspto-grants-2004_03