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
- 80 °C
PROCEDURE
实验过程
To a solution of 2-bromo-5-nitropyridine (0.81 g, 4.0 mmol, 1.0 equiv) and {4-[4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-cyclohexyl}-acetic acid methyl ester (1.5 g, 4.0 mmol, 1.05 equiv) in 20 Ml DME was added 2 Ml saturated potassium carbonate solution followed by 50 mg Pd(PPh3)4 catalyst. The reaction was then heated to 80° C. over the weekend. Removal of volatiles in vacuo followed by silica gel chromatography (20% EtOAc in hexanes) afforded the title compound: 1H NMR (400 MHz, DMSO-d6) δ ppm 0.94-1.06 (m, 1 H) 1.00 (dd, J=12.76, 2.15 Hz, 2 H) 1.30-1.42 (m,J=12.82, 12.60, 12.60, 2.91 Hz, 2 H) 1.65 (br. S., 2 H) 1.68 (d, J=3:54 Hz, 3 H) 2.11 (d, J=6.82 Hz, 2 H) 3.46 (s, 3 H) 7.27 (d, J=8.34 Hz, 2 H) 7.98 (d, J=8.34 Hz, 2 H) 8.08 (dd, J=8.84, 0.51 Hz, 1 H) 8.47 (dd, J=8.84,2.78 Hz, 1 H) 9.27 (d, J=2.27 Hz, 1 H) (M+H)+ 355.1.
WORKUP
后处理
- customRemoval of volatiles in vacuo