反应详情

温度

90 °C

To a degassed solution of 2-(2-chloro-5-(2-methylprop-1-en-1-yl)pyridin-4-yl)-4-fluoro-1H-indole (230 mg, 0.767 mmol) and 2-(4-fluorophenyl)-N-methyl-6-(N-methylmethylsulfonamido)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzofuran-3-carboxamide (322 mg, 0.767 mmol) in 1,4-dioxane/H2O (4 mL/1 mL), Pd2(dba)3 (30 mg, 0.038 mmol), X-Phos (36 mg, 0.076 mmol) and K3PO4 (612 mg, 2.301 mmol) were added under N2 atmosphere. The mixture was stirred at 90° C. for 3 hours under N2 atmosphere. The reaction mixture was then diluted with water (100 mL) and extracted with EA (50 mL×3). The organic layer was washed with brine (10 mL), dried over Na2SO4. After concentrated, the residue was purified by column chromatography (PE:EA=2:1) to give the product of 5-(4-(4-fluoro-1H-indol-2-yl)-5-(2-methylprop-1-en-1-yl)pyridin-2-yl)-2-(4-fluorophenyl)-N-methyl-6-(N-methylmethylsulfonamido)benzofuran-3-carboxamide (400 mg, yield: 81.5%). 1H-NMR (CDCl3, 400 MHz) δ 9.67 (br s, 1H), 8.61 (s, 1H), 8.20 (s, 1H), 8.09 (s, 1H), 8.00˜8.06 (m, 2H), 7.54 (s, 1H), 7.11˜7.24 (m, 4H), 6.99 (s, 1H), 6.75˜6.83 (m, 1H), 6.39 (br s, 1H), 6.01 (br s, 1H), 3.22 (s, 3H), 2.99˜3.06 (m, 6H), 2.07 (s, 3H), 1.93 (s, 3H). MS (M+H)+: 641.

1. extractionextracted with EA (50 mL×3)
2. washThe organic layer was washed with brine (10 mL)
3. dry with materialdried over Na2SO4
4. concentrationAfter concentrated
5. customthe residue was purified by column chromatography (PE:EA=2:1)