反应 #1509587

反应方程式

BF3

HCl

6-Chloro-2-methyl-nicotinonitrile

NaBH4

→

C-(6-Chloro-2-methyl-pyridin-3-yl)-methylamine

溶剂

MeOH

THF

反应条件

后处理

1. 1
   温度refluxed for 1 h
2. 2
   其他The organic solvent was removed in vacuum and conc. NaOH (40 ml)
3. 3
   workup.ADDITIONwas added
4. 4
   萃取followed by extraction with diethyl ether
5. 5
   其他The organic layer was separated
6. 6
   其他dried
7. 7
   浓缩concentrated in vacuum
8. 8
   过滤followed by filtration over silica gel (EtOAc/MeOH 80:20)
9. 9
   其他The title compound was crystallized from MeOH/HCl (5.5 g)

实验过程

To a solution of 6-Chloro-2-methyl-nicotinonitrile (6 g) in THF (120 ml) at 25° C. was added NaBH4 (3 g) followed by the dropwise addition of BF3 etherate (6 ml). The reaction mixture was stirred for 3 h. MeOH (100 ml) and 2N HCl (100 ml) was added and refluxed for 1 h. The organic solvent was removed in vacuum and conc. NaOH (40 ml) was added followed by extraction with diethyl ether. The organic layer was separated, dried and concentrated in vacuum followed by filtration over silica gel (EtOAc/MeOH 80:20). The title compound was crystallized from MeOH/HCl (5.5 g)

来源