反应详情

温度

110 °C

To a solution of N-benzyl-3-(benzyloxy)-6-bromopicolinamide (107 mg, 0.27 mmol), 2-(4-fluorophenyl)-N-methyl-6-(N-methylmethylsulfonamido)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzofuran-3-carboxamide (prepared according to previous patents, 117 mg, 0.23 mmol) and K3PO4.3H2O (187 mg, 0.70 mmol) in dioxane/H2O (3 mL) were added Pd2(dba)3 (11 mg, 0.01 mmol) and X-Phos (11 mg, 0.03 mmol) under N2. The mixture was stirred at 110° C. for 1 hour. Then it was filtered and extracted with EtOAc. The combined organic phase was washed with brine, dried over Na2SO4 and concentrated. The residue was purified by prep-TLC (DCM:MeOH=50:1) to afford the product of N-benzyl-3-(benzyloxy)-6-(2-(4-fluorophenyl)-3-(methylcarbamoyl)-6-(N-methylmethylsulfonamido)benzofuran-5-yl)picolinamide (100 mg, yield: 61.7%). 1H-NMR (CD3OD, 400 MHz) δ 7.91˜7.94 (m, 2H), 7.83 (s, 1H), 7.77 (s, 1H), 7.67˜7.72 (m, 2H), 7.43˜7.45 (m, 2H), 7.29˜7.33 (m, 5H), 7.20˜7.24 (m, 5H), 5.23 (s, 2H), 4.54 (s, 2H), 3.15 (s, 3H), 2.89 (s, 3H), 2.87 (s, 3H). MS (M+H)+: 693.

1. filtrationThen it was filtered
2. extractionextracted with EtOAc
3. washThe combined organic phase was washed with brine
4. dry with materialdried over Na2SO4
5. concentrationconcentrated
6. customThe residue was purified by prep-TLC (DCM:MeOH=50:1)