反应详情

温度

70 °C

To a solution of 4′-{[4-(trans-4-{[tert-butyl(dimethyl)silyl]oxy}cyclohexyl)-3-fluoro-5-oxo-7-propyl-4,5-dihydropyrazolo[1,5-a]pyrimidin-6-yl]methyl}biphenyl-2-carbonitrile (0.24 g) in tetrahydrofuran (2 mL) was added tetrabutylammonium fluoride (1 mL), and the mixture was stirred at 70° C. for 2 hr. Ethyl acetate and saturated aqueous ammonium chloride solution were added to the reaction mixture, and the mixture was extracted with ethyl acetate. The organic layer was washed with water and then with saturated brine, dried over anhydrous magnesium sulfate, and concentrated. The residue was dissolved in toluene (2 mL), rhodium acetate (dimer, 0.016 g) was added, ethyl diazoacetate (0.19 mL) was added dropwise at 100° C., and the mixture was stirred for 3 hr. Ethyl acetate and water were added to the reaction mixture, and the mixture was extracted with ethyl acetate. The organic layer was washed with water and then with 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 (0.087 g, 42%).

1. extractionthe mixture was extracted with ethyl acetate
2. washThe organic layer was washed with water
3. dry with materialwith saturated brine, dried over anhydrous magnesium sulfate
4. concentrationconcentrated
5. dissolutionThe residue was dissolved in toluene (2 mL)
6. additionrhodium acetate (dimer, 0.016 g) was added
7. additionethyl diazoacetate (0.19 mL) was added dropwise at 100° C.
8. stirringthe mixture was stirred for 3 hr
9. additionEthyl acetate and water were added to the reaction mixture
10. extractionthe mixture was extracted with ethyl acetate
11. washThe organic layer was washed with water
12. dry with materialwith saturated brine, dried over anhydrous magnesium sulfate
13. concentrationconcentrated
14. customThe residue was purified by silica gel column chromatography