反应详情

A solution of 3-{[3-(aminomethyl)-6-ethyl-2-fluorophenyl]oxy}-5-chlorobenzonitrile (0.075 g, 0.246 mmol), 4-chloro-1-({[2-(trimethylsilyl)ethyl]oxy}methyl)-1H-imidazole-5-carboxylic acid (0.075 g, 0.271 mmol), EDC (0.052 g, 0.271 mmol) and HOBT (0.041 g, 0.271 mmol) in DMF (4 ml) was stirred at RT under an atmosphere of nitrogen for 16 h then ethyl acetate (100 mL) and saturated aqueous NaHCO3 solution (100 mL) were added. The organic layer was separated, washed with saturated aqueous NaHCO3 solution (100 mL), water (100 mL), dried over MgSO4, filtered and concentrated. The material was purified on silica gel (hexanes/ethyl acetate) to give the title compound (0.12 g, 74%) in ca. 85% purity. 1H NMR (400 MHz, CHLOROFORM-d) δ ppm 7.65 (s, 1H), 7.34 (t, 1H), 7.28-7.32 (m, 1H), 7.09-7.20 (m, 3H), 7.02 (d, 1H), 5.75 (s, 2H), 4.69 (d, 2H), 3.61 (t, 2H), 2.57 (q, 2H), 1.18 (t, 3H), 0.95 (t, 2H).

1. customThe organic layer was separated
2. washwashed with saturated aqueous NaHCO3 solution (100 mL), water (100 mL)
3. dry with materialdried over MgSO4
4. filtrationfiltered
5. concentrationconcentrated
6. customThe material was purified on silica gel (hexanes/ethyl acetate)