反应详情

Lithium aluminium hydride (12.44 ml, 2 M in THF solution, 24.88 mmol) and THF (30 ml) were stirred in an ice bath under argon. A solution of 4-[3-(trifluoromethyl)-4,5,6,7-tetrahydro-1H-indazol-1-yl]benzonitrile (1.812 g, 6.22 mmol) in THF (30 ml) was added dropwise over 15 mins. Then the ice bath was removed and the reaction mixture was allowed to stir at room temperature for 1.5 hrs. Then the reaction mixture was cooled using an ice bath and quenched with water dropwise, solvent was removed under vacuo (i.e reduced pressure). Residual material was diluted with DCM and water. Insoluble solid filtered off and organic layer separated, washed with brine, dried over sodium sulphate. The solvent was removed by rotary evaporation. The desired product was isolated using a 25 g SCX column initially washed with DCM (30 ml), DCM/MeOH (60 ml), MeOH (30 ml) and then the desired product was eluted with 1M ammonia in MeOH (25 ml). Solvent evaporated off under reduced pressure to give the title compound as a brown oil (1.563 g, 85%).

1. customThen the ice bath was removed
2. temperatureThen the reaction mixture was cooled
3. customquenched with water dropwise
4. customsolvent was removed under vacuo (i.e reduced pressure)
5. additionResidual material was diluted with DCM and water
6. filtrationInsoluble solid filtered off
7. customorganic layer separated
8. washwashed with brine
9. dry with materialdried over sodium sulphate
10. customThe solvent was removed by rotary evaporation