反应详情

Lithium aluminium hydride (1 M in THF, 68.2 mmol, 10 eq) was added to a solution of 3-[4-pyridin-4-yl-1-(2-trimethylsilanyl-ethoxymethyl)-1H-pyrazol-3-yl]-benzonitrile (2.57 g, 6.82 mmol) in dry THF (45.0 mL) under nitrogen and the reaction mixture was stirred at reflux for 3 hours. The reaction was cooled down in an ice bath and distilled water was added dropwise followed by a 1M NaOH solution (7.5 ml). The organic layer was removed under vacuum and DCM was added (30 ml) to the water phase. The dichloromethane layer was washed with brine and dried over Na2SO4. The filtrate was evaporated to dryness to give an oil, which was purified over silica gel, using DCM/MeOH/NH4OH (9.8:0.2:0.05) as eluent, to afford 3-[4-pyridin-4-yl-1-(2-trimethylsilanyl-ethoxymethyl)-1H-pyrazol-3-yl]-benzylamine (1.48 g, 3.90 mmol, 56%).

1. temperatureat reflux for 3 hours
2. temperatureThe reaction was cooled down in an ice bath
3. distillationdistilled water
4. additionwas added dropwise
5. customThe organic layer was removed under vacuum and DCM
6. additionwas added (30 ml) to the water phase
7. washThe dichloromethane layer was washed with brine
8. dry with materialdried over Na2SO4
9. customThe filtrate was evaporated to dryness
10. customto give an oil, which
11. customwas purified over silica gel