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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 49790Generated: October 25, 2026

Pyridine → Diisopropyl Ether

https://huagongshe.com/reaction/49790

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyridineHCID 1049—
ReactantPivaloyl chlorideHCID 62493—
Reactant4-fluoro-N-(piperidin-4-yl)benzamideHCID 4778226—
SolventDichloromethaneHCID 6344—
ProductDiisopropyl EtherHCID 7914—
ProductN-(1-pivaloylpiperidin-4-yl)-4-fluorobenzamideHCID 9882999—

Reaction Steps

To a suspension of N-(piperidin-4-yl)-4-fluorobenzamide (556 mg) in dichloromethane (5 ml) were added pivaloyl chloride (0.37 ml), pyridine (0.24 ml) and N,N-dimethylaminopyridine (25 mg) at ambient temperature. After stirring for 1 day, the mixture was diluted with dichloromethane, and washed with water and brine. After drying with magnesium sulfate, the solvents were removed under reduced pressure. After trituration with diisopropyl ether, N-(1-pivaloylpiperidin-4-yl)-4-fluorobenzamide (305 mg) was obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06710043B1
Source datasetuspto-grants-2004_03
ORD IDord-101a920e66c245c88cfdf39425cedef2
Source noteuspto-grants-2004_03