Acetic Acid → HCID 69837074, compound

Participants

Reaction Conditions

Reaction Steps

A suspension of 0.7 g of methyl (3R,4R)-4-[3-(6-methoxyquinolin-4-yl)propyl]-1-[2-(phenylthio)ethyl]piperidine-3-carboxylate in 5 cm3 of methanol, to which methanol had been added 2.9 Cm3 of N aqueous sodium hydroxide, was stirred for 2 hours at a temperature in the region of 80° C. The solution obtained was neutralized with 0.18 cm3 of acetic acid and then evaporated under reduced pressure (5 kPa) at a temperature in the region of 40° C. The residue obtained was purified by chromatography at atmospheric pressure on a column of silica gel (particle size 40-63 μm; diameter 3 cm; height 20 cm), elution was carried out with a dichloromethane/ethanol (90/10 by volume) mixture, and 20-cm3 fractions were collected. Fractions 21 to 52 were region of 40° C. 0.53 g of (3R,4R)-4-[3-(6-methoxyquinolin-4-yl)propyl]-1-[2-(phenylthio)ethyl]piperidine-3-carboxylic acid was obtained in the form of an oil with a beige color.

Provenance & Evidence