反应详情

温度

65 °C

To a solution of (S)-tert-butyl 1-phenylbut-3-yn-2-ylcarbamate (0.16 g, 0.65 mmol) in 6 mL of Et3N in a sealable tube were added 6-(5-iodoisoxazol-3-yl)isoquinoline (0.18 g, 0.54 mmol), bis(triphenylphosphine)palladium(II) dichloride (0.019 g, 0.027 mmol), and copper(I) iodide (0.016 g, 0.082 mmol). The tube was sealed and heated to 65° C. for 12 hours. The solvent was removed under reduced pressure and the residue was purified by flash chromatography on silica gel, affording tert-butyl(S)-4-(3-(isoquinolin-6-yl)isoxazol-5-yl)-1-phenylbut-3-yn-2-ylcarbamate (0.12 g, 50% yield) as a yellow solid. 1H NMR (400 MHz, CDCl3) δ ppm 9.30 (s, 1H), 8.63-8.57 (m, 1H), 8.20-8.17 (m, 1H), 8.09-8.03 (m, 2H), 7.73-7.69 (m, 1H), 7.39-7.27 (m, 5H), 6.81 (s, 1H), 5.05-4.94 (m, 1H), 4.86-4.74 (m, 1H), 3.17-3.03 (m, 2H), 1.46 (s, 9H).

1. customThe tube was sealed
2. customThe solvent was removed under reduced pressure
3. customthe residue was purified by flash chromatography on silica gel