反应详情

温度

130 °C

A microwave vial was charged with 121a (100 mg, 0.26 mmol), 3-(acetoxymethyl)-2-(1-oxo-3,4,6,7,8,9-hexahydropyrazino[1,2-a]indol-2(1H)-yl)pyridin-4-ylboronic acid 114e (150 mg, 0.39 mmol), Pd2(dba)3 (23 mg, 0.025 mmol), P(Cy)3 (7 mg, 0.025 mmol), Cs2CO3 (170 mg, 0.52 mmol), dioxane (5 mL), and water (0.1 mL). After three cycles of vacuum/argon flush, the reaction mixture was stirred at 130° C. under microwave irradiation for 1 h. It was then filtered and the filtrate was evaporated under reduced pressure. The residue was purified with reverse-phase prep-HPLC to afford 121 (66 mg, 39%). MS-ESI: [M+H]+ 646.3. 1H NMR (500 MHz, DMSO-d6) δ 8.99 (s, 1H), 8.53 (d, J=5.0 Hz, 1H), 8.31 (d, J=1.5 Hz, 1H), 8.23 (d, J=1.5 Hz, 1H), 7.99 (d, J=1.0 Hz, 1H), 7.90 (d, J=3.0 Hz, 1H), 7.58 (d, J=1.5 Hz, 1H), 7.43-7.40 (m, 2H), 7.35 (d, J=9.0 Hz, 1H), 6.58 (s, 1H), 4.95 (bs, 1H), 4.56 (t, J=6.5 Hz, 2H), 4.46 (t, J=6.5 Hz, 2H), 4.42-4.40 (m, 2H), 4.28-4.09 (m, 3H), 3.94-3.87 (m, 1H), 3.45-3.42 (m, 1H), 3.10-3.08 (m, 4H), 2.66-2.56 (m, 2H), 2.50-2.47 (m, underneath solvent peak, 2H), 2.40-2.38 (m, 4H), 1.80-1.69 (m, 4H).

1. customAfter three cycles of vacuum/argon flush
2. filtrationIt was then filtered
3. customthe filtrate was evaporated under reduced pressure
4. customThe residue was purified with reverse-phase prep-HPLC