反应详情

To a solution of tert-butyl 1-(4-methoxybenzyl)-6-[(4-methoxybenzyl)amino]-1H-pyrazolo[3,4-b]pyridine-3-carboxylate (2.65 g, 5.58 mmol) in 30 mL THF cooled in an ice bath was added a 2M solution of LiAlH4 in THF (3.49 mL, 6.98 mmol). The resulting mixture was stirred cold for 20 minutes and then warmed to room temperature and then left at room temperature for 2.5 hours. The mixture was then diluted with THF (50 mL) and then treated sequentially with water (265 μL), 15% NaOH (265 μL) and water (795 μL) and then stirred for 30 minutes. The resulting suspension was filtered through diatomaceous earth and the resulting cake was rinsed with THF (50 mL). The combined filtrates were preabsorbed onto silica gel (15) and the solvent removed in vacuo. This solid was purified on silica gel (80 g) column (0-20% MeOH/CH2Cl2) to give the title compound. LRMS (M+1)=404.9

1. waitleft at room temperature for 2.5 hours
2. stirringstirred for 30 minutes
3. filtrationThe resulting suspension was filtered through diatomaceous earth
4. washthe resulting cake was rinsed with THF (50 mL)
5. customThe combined filtrates were preabsorbed onto silica gel (15)
6. customthe solvent removed in vacuo
7. customThis solid was purified on silica gel (80 g) column (0-20% MeOH/CH2Cl2)