反应详情

温度

38 °C

{1-[6-(4-Benzyloxy-2-fluoro-phenyl)-3-methyl-1-(tetrahydro-pyran-2-yl)-1H-pyrazolo[3,4-b]pyridine-4-carbonyl]-4-phenyl-piperidin-4-yl}-carbamic acid tert-butyl ester (90 mg) was dissolved in methanol (2 mL) and purged with argon, then hydrogen. Palladium (10% on charcoal, 13 mg) was added and the mixture was stirred at 38° C. for 2 h. The catalyst was filtered off, the solvent was evaporated and the residue was dissolved in THF (5 mL) containing HCl (4N in dioxane, 0.14 mL). The solution was stirred at r.t. over night, the precipitate formed was filtered off. The filtrate was concentrated, the residue was re-dissolved in methanol/water (v/v=1/1, 4 mL), and concentrated hydrochloric acid (1 mL) was added. The precipitate formed was filtered off, washed with ethyl acetate and acetone and dried in air. The two filtration solids were combined yielding 45 mg (75%) of the title compound.

1. custompurged with argon
2. additionPalladium (10% on charcoal, 13 mg) was added
3. filtrationThe catalyst was filtered off
4. customthe solvent was evaporated
5. dissolutionthe residue was dissolved in THF (5 mL)
6. additioncontaining HCl (4N in dioxane, 0.14 mL)
7. stirringThe solution was stirred at r.t. over night
8. customthe precipitate formed
9. filtrationwas filtered off
10. concentrationThe filtrate was concentrated
11. dissolutionthe residue was re-dissolved in methanol/water (v/v=1/1, 4 mL)
12. additionconcentrated hydrochloric acid (1 mL) was added
13. customThe precipitate formed
14. filtrationwas filtered off
15. washwashed with ethyl acetate and acetone
16. customdried in air
17. filtrationThe two filtration solids