反应详情

温度

100 °C

To a solution of 6-bromo-3-(4-chlorobenzyl)-2H-pyrido[2,3-e][1,3]oxazin-4(3H)-one (127 mg, 0.36 mmol), 2-(4-fluorophenyl)-N-methyl-6-(N-methylmethylsulfonamido)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzofuran-3-carboxamide (150 mg, 0.30 mmol) and K3PO4.3H2O (159 mg, 0.60 mmol) in dioxane/water (2 mL/0.2 mL) was added Pd(dppf)Cl2 (10 mg) under nitrogen. The mixture was heated at 100° C. for 5 h, and after concentrated in vacuo, the residue was suspended in water. The mixture was extracted with EtOAc and the organic phase was washed with brine then dried over sodium sulfate. The product 5-(3-(4-chlorobenzyl)-4-oxo-3,4-dihydro-2H-pyrido[2,3-e][1,3]oxazin-6-yl)-2-(4-fluorophenyl)-N-methyl-6-(N-methylmethylsulfonamido)benzofuran-3-carboxamide (140 mg, yield: 72%) was obtained with prep-TLC (DCM:MeOH=30:1). 1H-NMR (CDCl3, 400 MHz) δ 7.95˜7.98 (m, 3H), 7.76 (d, J=8.8 Hz, 1H), 7.63 (s, 1H), 7.45 (d, J=8.4 Hz, 1H), 7.30˜7.36 (m, 4H), 7.20 (t, J=8.8 Hz, 2H), 6.07 (br s, 1H), 5.23 (s, 2H), 4.79 (s, 2H), 3.23 (s, 3H), 2.99 (d, J=4.8 Hz, 3H), 2.94 (s, 3H). MS (M+H)+: 649/651.

1. concentrationafter concentrated in vacuo
2. extractionThe mixture was extracted with EtOAc
3. washthe organic phase was washed with brine
4. dry with materialthen dried over sodium sulfate