反应详情

To a stirred solution of {5-bromo-2-[(diisopropylamino)carbonyl]phenyl}boronic acid (0.26 g, 0.8 mmol) in dioxane (10 mL) was added 2-butoxy-3-iodo-6-methylpyridin-4-amine (0.24 g, 0.8 mmol), Cs2CO3 (0.78 g, 2.4 mmol) and Pd(dppf)Cl2 (40 mg) under a nitrogen atmosphere. The reaction mixture was stirred under reflux for 3 h, and then diluted with water (10 mL). The resulting mixture was extracted with ethyl acetate (20 mL×3). The combined extracts were washed with brine (10 mL), dried over Na2SO4, evaporated. Column chromatography (EtOAc/petroleum ether) was used for purification to afford 2-(4-amino-2-butoxy-6-methylpyridin-3-yl)-4-bromo-N,N-diisopropylbenzamide. 1HNMR (300 MHz, CDCl3) δ 7.50 (dd, J=7.9 Hz, 1.9 Hz, 1H), 7.38 (d, J=1.9 Hz, 1H), 7.13 (d, J=8.3 Hz, 1H), 6.12 (s, 1H), 4.12 (m, 2H), 3.64 (m, 1H), 3.31 (m, 1H), 1.53 (m, 2H), 1.47 (d, J=6.8 Hz, 3H), 1.29 (m, 2H), 1.17 (d, J=6.8 Hz, 3H), 0.99 (d, J=6.8 Hz, 3H), 0.87 (t, J=7.6 Hz, 3H), 0.76 (d, J=6.4 Hz, 3H). LRMS calc'd for (C23H32BrN3O2) [M+H]+, 462; found 462.

1. temperatureunder reflux for 3 h
2. extractionThe resulting mixture was extracted with ethyl acetate (20 mL×3)
3. washThe combined extracts were washed with brine (10 mL)
4. dry with materialdried over Na2SO4
5. customevaporated
6. customColumn chromatography (EtOAc/petroleum ether) was used for purification