反应详情

温度

130 °C

A sealed tube was charged with 104b (340 mg, 0.8 mmol), 4-fluoro-2-(1-oxo-3,4,6,7,8,9-hexahydropyrazino[1,2-a]indol-2(1H)-yl)-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl acetate 101l (400 mg, 0.8 mmol), Pd2(dba)3 (72 mg, 0.1 eq., 0.08 mmol), PCy3 (68 mg, 0.3 eq., 0.24 mmol), cesium carbonate (520 mg, 2 eq., 1.6 mmol), dioxane (15 mL), and water (1 mL). After three cycles of vacuum/argon flash, the mixture was heated at 130° C. for 14 h. It was then cooled to room temperature and filtered. The filtrate was concentrated under reduced pressure and the resulting residue was purified by silica-gel column chromatography eluting with dichloromethane/-methanol (20:1) to afford 104 (100 mg, 16%). LCMS: [M+H]+ 622. 1H NMR (500 MHz, DMSO) δ 9.95 (s, 1H), 8.23 (s, 1H), 8.16 (s, 1H), 8.00 (d, J=2.0, 1H), 7.67 (s, 1H), 7.43-7.46 (m, 3H), 7.34-7.36 (m, 1H), 6.52 (s, 1H), 4.67 (t, J=5.0, 1H), 4.34-4.41 (m, 2H), 4.13-4.18 (m, 3H), 3.87-3.88 (m, 1H), 3.10-3.12 (m, 4H), 2.57-2.61 (m, 2H), 2.43-2.47 (m, 6H), 2.21 (s, 3H), 1.77-1.79 (m, 2H), 1.68-1.69 (m, 2H)

1. temperatureIt was then cooled to room temperature
2. filtrationfiltered
3. concentrationThe filtrate was concentrated under reduced pressure
4. customthe resulting residue was purified by silica-gel column chromatography
5. washeluting with dichloromethane/-methanol (20:1)