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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 49780Generated: October 25, 2026

4-Fluorobenzoyl chloride → Benzamide, N-(1-acetyl-4-piperidinyl)-4-fluoro-

https://huagongshe.com/reaction/49780

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Fluorobenzoyl chlorideHCID 67879—
ReactantDiisopropylethylamineHCID 81531—
Reactant1-Acetyl-4-aminopiperidine hydrochlorideHCID 17221642—
SolventDichloromethaneHCID 6344—
ProductBenzamide, N-(1-acetyl-4-piperidinyl)-4-fluoro-HCID 981673853,342.699%

Reaction Steps

To a suspension of 1-acetyl-4-aminopiperidine hydrochloride (715 mg) in dichloromethane (7 ml) were added diisopropylethylamine (1.83 ml) and a solution of 4-fluorobenzoyl chloride (0.83 mg) in dichloromethane (2 ml) at ambient temperature. After stirring for 6.5 hours, the reaction 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. A residue was purified by column chromatography (silica gel 50 ml, dichloromethane:methanol=50:1 to 10:1). After rinse with diisopropyl ether, N-(1-acetylpiperidin-4-yl)-4-fluorobenzamide (738 mg) was obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06710043B1
Source datasetuspto-grants-2004_03
ORD IDord-b1bfce6118a44d519d26676af9fb78b1
Source noteuspto-grants-2004_03