反应详情

温度

60 °C

To a solution of 4′-{[4-(1,4-dioxaspiro[4.5]dec-8-yl)-5-oxo-7-propyl-4,5-dihydropyrazolo[1,5-a]pyrimidin-6-yl]methyl}-2′-methylbiphenyl-2-carbonitrile (1.0 g) in tetrahydrofuran (10 mL) was added 3M hydrochloric acid (10 mL), and the mixture was stirred at 60° C. for 12 hr. The mixture was allowed to cool, and diluted with ethyl acetate, and the mixture was neutralized with 1 M aqueous sodium hydroxide solution. The mixture was extracted with ethyl acetate, and the organic layer was washed with water and saturated brine, dried over anhydrous magnesium sulfate, and concentrated. The residue was dissolved in ethanol (5 mL)-tetrahydrofuran (5 mL). Sodium borohydride (0.074 g) was added thereto at 0° C. After stirring for 2 hr, ethyl acetate and saturated aqueous ammonium chloride solution were added. The mixture was extracted with ethyl acetate, and the organic layer was washed with water and saturated brine, dried over anhydrous magnesium sulfate, and concentrated. The residue was purified by silica gel column chromatography to give the title compound as a pale-yellow amorphous solid (0.88 g, 94%).

1. temperatureto cool
2. extractionThe mixture was extracted with ethyl acetate
3. washthe organic layer was washed with water and saturated brine
4. dry with materialdried over anhydrous magnesium sulfate
5. concentrationconcentrated
6. dissolutionThe residue was dissolved in ethanol (5 mL)-tetrahydrofuran (5 mL)
7. additionSodium borohydride (0.074 g) was added
8. customat 0° C
9. stirringAfter stirring for 2 hr
10. additionethyl acetate and saturated aqueous ammonium chloride solution were added
11. extractionThe mixture was extracted with ethyl acetate
12. washthe organic layer was washed with water and saturated brine
13. dry with materialdried over anhydrous magnesium sulfate
14. concentrationconcentrated
15. customThe residue was purified by silica gel column chromatography