反应详情

To a solution of 5-cyclopropyl-2-(3-(piperidin-4-ylidenemethyl)phenoxy)pyridine trifluoroacetate (0.972 g, 3.17 mmol) in CH3CN (10 mL) was added phenyl pyridazin-3-ylcarbamate (0.751 g, 3.49 mmol) followed by diisopropylethylamine (2.76 mL, 15.9 mmol). The reaction was stirred at room temperature for 3 d. The reaction mixture was concentrated and the residue was purified by silica gel column chromatography (0-15% EtOH/CH2Cl2) to afford the title compound as a white foam (1.19 g). Recrystallization from hot diisopropyl ether with a few drops of methanol afforded the title compound as an off-white solid (0.857 g, 63% yield). MS (APCI 10V) AP+2 428.09; 1H NMR (400 MHz, CDCl3) δ ppm 0.61-0.67 (m, 2H) 0.93-0.99 (m, 2H) 1.82-1.90 (m, 1H) 2.45 (t, 2H) 2.59 (t, 2H) 3.54 (t, 2H) 3.64 (t, 2H) 6.39 (s, 1H) 6.79-6.82 (m, 1H) 6.92-6.96 (m, 1H) 6.96-7.01 (m, 2H) 7.30-7.35 (m, 2H) 7.38-7.42 (m, 1H) 7.73 (br. s., 1H) 8.01 (d, 1H) 8.29 (d, 1H) 8.82 (d, 1H).

1. concentrationThe reaction mixture was concentrated
2. customthe residue was purified by silica gel column chromatography (0-15% EtOH/CH2Cl2)