反应详情

Under a nitrogen atmosphere, triethylamine (1.08 ml, 7.8 mmol) and methanesulfonyl chloride (0.52 ml, 6.8 mmol) were added to a methylene chloride solution (30 ml) of the 2-[(2,5-difluorophenyl)-hydroxymethyl]-5-(1,3-dioxolan-2-yl)pyridine (1.52 g, 5.2 mmol) obtained in Referential Example 22 under ice cooling. The resulting mixture was stirred at room temperature for 3 hours. After addition of a saturated aqueous solution of sodium bicarbonate, the resulting mixture was extracted with ether. The extract was washed with brine, dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The residue thus obtained was dissolved in dimethylformamide (30 ml). To the resulting solution were added chlorobenzenethiol (901 mg, 6.2 mmol) and potassium carbonate (1.08 g, 7.8 mmol), followed by stirring at 60° C. for 3 hours. After cooling to room temperature, the reaction mixture was diluted with ether. The diluted solution was washed with water and brine, dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The residue thus obtained was purified by silica gel chromatography (hexane:ethyl acetate=5:1) to give the title compound (1.56 g, 71%) as colorless needle crystals.

1. customobtained in Referential Example 22 under ice cooling
2. extractionthe resulting mixture was extracted with ether
3. washThe extract was washed with brine
4. dry with materialdried over anhydrous magnesium sulfate
5. concentrationconcentrated under reduced pressure
6. customThe residue thus obtained
7. stirringby stirring at 60° C. for 3 hours
8. temperatureAfter cooling to room temperature
9. washThe diluted solution was washed with water and brine
10. dry with materialdried over anhydrous magnesium sulfate
11. concentrationconcentrated under reduced pressure
12. customThe residue thus obtained
13. customwas purified by silica gel chromatography (hexane:ethyl acetate=5:1)