反应详情

温度

100 °C

To a solution of 6-(N-(4-chlorobenzyl)methylsulfonamido)-2-(4-fluorophenyl)-N-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzofuran-3-carboxamide (0.15 g, 0.25 mmol), 2-chloro-11-fluoro-6H-pyrido[2′,3′:5,6][1,3]oxazino[3,4-a]indole (0.09 g, 0.33 mmol) and K3PO4.3H2O (0.15 g, 0.56 mmol) in dioxane/H2O (6 mL/12 drops) was added Pd2(dba)3 (12 mg, 0.013 mmol) and X-Phos (12 mg, 0.026 mmol) under N2. The mixture was stirred at 100° C. under reflux for 2 hours. Then it was filtered and extracted with EtOAc. The combined organic phases was washed with brine, dried over Na2SO4 and concentrated in vacuo. The resulting residue was purified using flash gel chromatography (petroleum ether:EtOAc=2:1) to provide 6-(N-(4-chlorobenzyl)methylsulfonamido)-5-(11-fluoro-6H-pyrido[2′,3′:5,6][1,3]oxazino[3,4-a]indol-2-yl)-2-(4-fluorophenyl)-N-methylbenzofuran-3-carboxamide. 1H-NMR (CDCl3, 400 MHz) δ 7.90 (s, 1H), 7.82˜7.86 (m, 2H), 7.39 (s, 2H), 7.04˜7.19 (m, 10H), 6.76˜6.80 (m, 1H), 5.95 (s, 2H), 5.86 (s, 1H), 4.66˜4.78 (m, 2H), 2.89 (d, J=4.0 Hz, 3H), 2.74 (s, 3H). MS (M+H)+: 725.

1. temperatureunder reflux for 2 hours
2. filtrationThen it was filtered
3. extractionextracted with EtOAc
4. washThe combined organic phases was washed with brine
5. dry with materialdried over Na2SO4
6. concentrationconcentrated in vacuo
7. customThe resulting residue was purified