反应详情

Add LiAlH4 (2.6 mL, 2.6 mmol, 1.0 M in THF) dropwise to a stirred solution of {2-[1-(3,5-bis-trifluoromethyl-benzyl)-5-pyridin-4-yl-1H-[1,2,3]triazol-4-yl]-pyridin-3-yl}-(2-chloro-phenyl)-methanone (1.28 g, 2.18 mmol) in THF (20 mL, anhydrous) at RT. After 15 min, add water (2.6 mL) dropwise with rapid stirring to quench. Add 1N NaOH solution (2.6 mL) dropwise, followed by dropwise addition of water (7.8 mL). Filter out solids and rinse with THF. Concentrate, dissolve in CH2Cl2, wash with saturated NaHCO3 solution (2×), dry over MgSO4 and concentrate. Purify the solid by flash chromatography on silica gel eluting with 0-15% ACN/Et2O to afford the title compound (882 mg, 69%); MS(IS) 590 (M+1); TLC: Rf=0.32 (7.5% EtOH/CHCl3).

1. customto quench
2. additionAdd 1N NaOH solution (2.6 mL) dropwise
3. additionfollowed by dropwise addition of water (7.8 mL)
4. filtrationFilter out solids
5. washrinse with THF
6. concentrationConcentrate
7. dissolutiondissolve in CH2Cl2
8. washwash with saturated NaHCO3 solution (2×)
9. dry with materialdry over MgSO4
10. concentrationconcentrate
11. customPurify the solid by flash chromatography on silica gel eluting with 0-15% ACN/Et2O