Hydrochloric Acid → HCID 70174653, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 0.12 g of methyl (3R,4R)-4-[3-(6-methoxyquinolin-4-yl)propyl]-1-[2-(2-fluorophenylthio)ethyl]piperidine-3-carboxylate and 0.6 cm3 of N aqueous sodium hydroxide in 1.8 cm3 of methanol was stirred for 20 hours at a temperature in the region of 60° C. The reaction mixture was evaporated under reduced pressure (5 kPa) at a temperature in the region of 40° C. The residue obtained was taken up in 5 cm3 of water and acidified with 1 cm3 of 2N aqueous hydrochloric acid. The mixture was again evaporated under the same conditions as above and then the new residue was triturated in 5 cm3 of a dichloromethane/methanol (90/10 by volume) mixture. After filtering and evaporating the filtrate under reduced pressure (5 kPa) at a temperature in the region of 40° C., the residue obtained was triturated in 3 cm3 of diisopropyl ether. The insoluble material was filtered off, washed with 2 times 1 cm3 of diisopropyl ether, and dried in the air. 0.14 g of (3R,4R)-4-(3-(6-methoxyquinolin-4-yl)propyl]-1-[2-(2-fluorophenylthio)ethyl]piperidine-3-carboxylic acid hydrochloride was obtained in the form of a solid with a beige color which melts with softening at approximately 148° C.

Provenance & Evidence