反应详情

温度

70 °C

To a solution of 4′-{[7-butyl-4-(1,4-dioxaspiro[4.5]dec-8-yl)-5-oxo-4,5-dihydropyrazolo[1,5-a]pyrimidin-6-yl]methyl}biphenyl-2-carbonitrile (3.6 g) in tetrahydrofuran (40 mL) was added 3M hydrochloric acid (40 mL), and the mixture was stirred at 70° C. for 2 hr. The mixture was allowed to cool, and diluted with ethyl acetate, and the mixture was neutralized with 8M 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 (20 mL)-tetrahydrofuran (20 mL). Thereto was added sodium borohydride (0.26 g) at 0° C. After stirring for 1 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 (2.9 g, 87%).

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 (20 mL)-tetrahydrofuran (20 mL)
7. additionThereto was added sodium borohydride (0.26 g) at 0° C
8. stirringAfter stirring for 1 hr
9. additionethyl acetate and saturated aqueous ammonium chloride solution were added
10. extractionThe mixture was extracted with ethyl acetate
11. washthe organic layer was washed with water and saturated brine
12. dry with materialdried over anhydrous magnesium sulfate
13. concentrationconcentrated
14. customThe residue was purified by silica gel column chromatography