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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 395002Generated: October 29, 2026

Cyclohexane → Ethyl 1-(2-chloroethyl)-4-[3-(3-fluoroquinolin-4-yl)propyl]piperidine-4-carboxylate monohydrochloride

https://huagongshe.com/reaction/395002

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCyclohexaneHCID 8078—
ReactantThionyl ChlorideHCID 24386—
ReactantEthyl 4-[3-(3-fluoroquinolin-4-yl)-propyl]-1-(2-hydroxyethyl)piperidine-4-carboxylateHCID 22468935—
SolventDichloromethaneHCID 6344—
ProductEthyl 1-(2-chloroethyl)-4-[3-(3-fluoroquinolin-4-yl)propyl]piperidine-4-carboxylate monohydrochlorideHCID 22468779—

Reaction Conditions

Temperature20 °C

Reaction Steps

1.2 cm3 of thionyl chloride in 5 cm3 of dichloromethane were added to a solution of 1.55 g of ethyl 4-[3-(3-fluoroquinolin-4-yl)propyl]-1-(2-hydroxy-ethyl)piperidine-4-carboxylate in 35 cm3 of dichloromethane, with stirring at a temperature in the region of 20° C. After stirring for 42 hours at a temperature in the region of 20° C., the reaction mixture was concentrated to dryness under reduced pressure (1.2 kPa) at about 50° C. The foam obtained was taken up in 3 times 100 cm3 of cyclohexane, concentrated to dryness under reduced pressure (2 kPa) at a temperature in the region of 40° C. and oven-dried under reduced pressure (10 kPa) at a temperature in the region of 20° C. 1.8 g of ethyl 1-(2-chloroethyl)-4-[3-(3-fluoroquinolin-4-yl)propyl]piperidine-4-carboxylate monohydrochloride were obtained in the form of a cream-colored solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06603005B2
Source datasetuspto-grants-2003_08
ORD IDord-fe50977b82214ca4a6ea94e01dfe3ce5
Source noteuspto-grants-2003_08