反应 #2320173

反应方程式

4-bromo-6-methoxy-[1,5]naphthyridine-3-diazonium tetrafluoroborate

→

title compound

收率 40.0%

4-Bromo-3-fluoro-6-methoxy-[1,5]naphthyridine

收率 40.0%

溶剂

decalin

CHCl3

反应条件

后处理

1. 1
   温度The mixture was cooled
2. 2
   workup.ADDITIONThe mixture was then poured onto a column of silica gel
3. 3
   洗涤the column was eluted with CHCl3
4. 4
   其他to remove decalin

实验过程

A suspension of 4-bromo-6-methoxy-[1,5]naphthyridine-3-diazonium tetrafluoroborate (31.42 g, 89.0 mmol) in decalin (mixed isomers, 500 mL) in a 2 L flask* was heated to 180° C. and held at this temperature for 5 min. The mixture was cooled and diluted with CHCl3 (500 mL, to keep the product in solution), and the resulting mixture was stirred vigorously for 30 min to break up a black solid by-product. The mixture was then poured onto a column of silica gel and the column was eluted with CHCl3 to remove decalin and then with 3% EtOAc/CHCl3 to afford the title compound (9.16 g, 40%).

来源