反应 #2328995
ord-5861c2ece938468eb8787eb0c78469d6
反应方程式
2-Bromo-6-methoxy-1,3-benzoxazole
2-amino-5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-pyridine
K2CO3
→
title compound
收率 32.1%
5-(6-methoxy-1,3-benzoxazol-2-yl)pyridin-2-amine
收率 32.1%
反应物
溶剂
反应条件
温度
80°CELSIUS
详细条件
See reaction.notes.procedure_details.
后处理
- 1其他The solvents were evaporated under reduced pressure
- 2其他followed by purification
实验过程
2-Bromo-6-methoxy-1,3-benzoxazole (0.877 mmol), 2-amino-5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-pyridine (1.3 mmol), K2CO3 2M aq. (3.5 mmol) and Pd(dppf)Cl2 (0.022 mmol) were mixed in DMF (5 ml) and stirred at 80° C. for 2 h. The solvents were evaporated under reduced pressure and the crude product was subjected to flash column chromatography followed by purification using reverse phase HPLC to afford the title compound as a white solid (68 mg). 1H NMR δ ppm 8.67 (br. s, 1H) 8.12-7.91 (m, 1H) 7.69-7.51 (m, 1H) 7.34 (br. s, 1H) 6.89-7.00 (m, 1H) 6.75 (br. s, 2H) 6.43-6.65 (m, 1H) 3.84 (s, 3H); MS m/z 242 (M+H).