反应详情

To a solution of the product of Example 12 a) (150 mg, 0.48 mmol) and (2-ethyl-2H-[1,2,4]triazol-3-yl)methanol (93 mg, 0.73 mmol) in tetrahydrofuran (5 ml) at 0° C. was added triphenylphosphine (192 mg, 0.73 mmol) followed by diethyl azodicarboxylate (110 μl, 0.73 mmol) dropwise with stirring. After 2 hours the tetrahydrofuran was evaporated in vacuo and the residue dissolved in dichloromethane (50 ml) and washed with water (2×20 ml). The organic phase was separated, dried over MgSO4, filtered and evaporated in vacuo. The crude product was purified by prep. TLC (SiO2; 30% ethyl acetate in isohexane), and the product recrystallised from ether/isohexane to afford 35 mg (17%) as a white solid. δH (400 MHz; CDCl3) 1.43 (3H, t, J 7.2), 1.57 (3H, t, J 7.2), 1.71 (2H, m), 1.84 (2H, m), 2.02 (4H, m), 3.37 (2H, q, J 7.3), 3.66 (1H, quin, J 8.7), 4.30 (2H, q, J 7.2), 5.66 (2H, s), 7.53 (3H, m), 7.92 (1H, s), 8.54 (2H, m); m/z (ES+) 418 (M++H, 100%).

1. customAfter 2 hours the tetrahydrofuran was evaporated in vacuo
2. dissolutionthe residue dissolved in dichloromethane (50 ml)
3. washwashed with water (2×20 ml)
4. customThe organic phase was separated
5. dry with materialdried over MgSO4
6. filtrationfiltered
7. customevaporated in vacuo
8. customThe crude product was purified by prep
9. customTLC (SiO2; 30% ethyl acetate in isohexane), and the product recrystallised from ether/isohexane
10. customto afford 35 mg (17%) as a white solid