反应详情

温度

20 °C

0.717 g of methyl (3R,4R)-4-[3-(R,S)-hydroxy-3-(6-methoxyquinolin-4-yl)propyl]piperidine-3-carboxylate in 15 cm3 of acetonitrile and 15 cm3 of methanol was heated for 16 hours at a temperature in the region of the reflux temperature, with stirring and under an inert atmosphere, with 0.43 g of 2-chloroethyl tert-butyl sulfide in the presence of 0.33 g of potassium carbonate and 0.4 g of potassium iodide. After cooling the reaction mixture to a temperature in the region of 20° C., the insoluble material was filtered off. The filtrate was evaporated under reduced pressure (5 kPa) at a temperature in the region of 40° C. The residue obtained was purified by chromatography under a nitrogen pressure of 100 kPa on a column of silica gel (particle size 40-63 μm; diameter 3.5 cm; height 35 cm), elution being was out with a dichloromethane/methanol (97/3 by volume) mixture, and 35-cm3 fractions were collected. Fractions 54 to 70 were combined and then evaporated under reduced pressure (5 kPa) at a temperature in the region of 40° C. 0.265 g of methyl (3R,4R)-4-[3-(R,S)-hydroxy-3-(6-methoxyquinolin-4-yl)propyl]-1-[2-(tert-butylthio)ethyl]piperidine-3-carboxylate was obtained in the form of a lacquer with a brown color.

1. filtrationthe insoluble material was filtered off
2. customThe filtrate was evaporated under reduced pressure (5 kPa) at a temperature in the region of 40° C
3. customThe residue obtained
4. customwas purified by chromatography under a nitrogen pressure of 100 kPa
5. washon a column of silica gel (particle size 40-63 μm; diameter 3.5 cm; height 35 cm), elution being
6. customwere collected
7. customevaporated under reduced pressure (5 kPa) at a temperature in the region of 40° C