反应详情
EQUATION
反应方程式
REACTANTS
反应物
PRODUCTS
生成物
AUXILIARIES
试剂、催化剂与溶剂
CONDITIONS
反应条件
- 温度
- 110 °C
PROCEDURE
实验过程
To a sealed tube was added pyridin-3-ylboronic acid 10-4 (25 mg, 0.21 mmol), N-(4-bromobenzyl)biphenyl-4-carboxamide 10−3 (50 mg, 0.14 mmol), Pd(PPh3)4 (16 mg, 0.014 mmol), saturated Na2CO3 (2.1 mL), ethanol (0.7 mL) and toluene (0.7 mL). The reaction was heated to 110° C. and stirred for 2 hours. After cooling to room temperature, the reaction was diluted into ethyl acetate, washed with brine. The organic phase was taken to dryness by rotary evaporation. The residue was purified by HPLC to give N-(4-(pyridin-3-yl)benzyl)biphenyl-4-carboxamide 10 as off-white solid. MS m/z 385.2 (M+1). 1H NMR 400 MHz (DMSO-d6) δ 9.18 (t, 1H), 8.89 (s, 1H), 8.57 (d, 1H), 8.08 (m, 3H), 7.81 (d, 2H), 7.75-7.70 (m, 4H), 7.52-7.42 (m, 6H), 4.57 (d, 2H).
WORKUP
后处理
- temperatureAfter cooling to room temperature
- washwashed with brine
- customThe organic phase was taken to dryness by rotary evaporation
- customThe residue was purified by HPLC