反应详情

温度

40 °C

5-[(1R)-1-{[tert-buty(dimethyl)silyl]oxy}-2-({9-[4-({3-[(R)-cyclohexyl(hydroxy)phenylmethyl]-1H-1,2,4-triazol-1-yl}methyl)piperidin-1-yl]nonyl}amino)ethyl]-8-hydroxyquinolin-2(1H)-one (Preparation 8, 13.06 g, 16.06 mmol) was dissolved in methanol (430 ml) and ammonium fluoride (2.97 g, 80.3 mmol) was added. After stirring at 40° C. for 18 hours the solvent was removed in vacuo and the residue partitioned between dichloromethane/methanol (950 ml/50 ml) and saturated aqueous sodium bicarbonate solution (500 mL). The organic layer was separated and the aqueous layer further extracted with dichloromethane/methanol (450 ml/50 ml). The combined organic layers were dried over magnesium sulphate, filtered and the solvent removed in vacuo. The residue was purified by column chromatography on silica gel eluting with dichloromethane:methanol:880 ammonia (90:10:1, by volume) to furnish the title compound as a yellow foam, in 72.3% yield, 8.12 g.

1. customwas removed in vacuo
2. customthe residue partitioned between dichloromethane/methanol (950 ml/50 ml) and saturated aqueous sodium bicarbonate solution (500 mL)
3. customThe organic layer was separated
4. extractionthe aqueous layer further extracted with dichloromethane/methanol (450 ml/50 ml)
5. dry with materialThe combined organic layers were dried over magnesium sulphate
6. filtrationfiltered
7. customthe solvent removed in vacuo
8. customThe residue was purified by column chromatography on silica gel eluting with dichloromethane