反应详情

2-(1-Azetidin-3-yl-1H-pyrazol-5-yl)-4-(trifluoromethyl)phenol, (Preparation 856, 190 mg, 0.00067 mol) was stirred in dichloromethane (5 mL), methanol (0.5 mL) and acetic acid (0.1 mL). Aqueous formaldehyde (0.25 mL of 37% wt/vol, 0.00336 mol) was added and the reaction stirred at room temperature for 15 minutes. Sodium triacetoxyborohydride (711 mg, 0.00336 mol) was added and the reaction stirred at room temperature for 4 hours. The solvents were removed in vacuo and the residue dissolved in water. Aqueous ammonium hydroxide (7.5 molar) was added to pH 10 to give a white precipitate. The mixture was extracted with ethyl acetate (1×20 mL). The organic layer was separated and washed with saturated aqueous sodium chloride solution (2×10 mL). The organic layer was separated, dried over anhydrous sodium sulphate, filtered and the solvents removed in vacuo to give the title compound as a foam. (140 mg).

1. stirringthe reaction stirred at room temperature for 4 hours
2. customThe solvents were removed in vacuo
3. dissolutionthe residue dissolved in water
4. additionAqueous ammonium hydroxide (7.5 molar) was added to pH 10
5. customto give a white precipitate
6. extractionThe mixture was extracted with ethyl acetate (1×20 mL)
7. customThe organic layer was separated
8. washwashed with saturated aqueous sodium chloride solution (2×10 mL)
9. customThe organic layer was separated
10. dry with materialdried over anhydrous sodium sulphate
11. filtrationfiltered
12. customthe solvents removed in vacuo