HRID711222

反应详情

EQUATION

反应方程式

HRID 711222 的结构方程式

AUXILIARIES

试剂、催化剂与溶剂

3

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

  1. temperatureAfter cooling to room temperature
  2. washwashed with brine
  3. customThe organic phase was taken to dryness by rotary evaporation
  4. customThe residue was purified by HPLC