تفاعل #1509587

معادلة التفاعل

BF3

HCl

6-Chloro-2-methyl-nicotinonitrile

NaBH4

→

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

المذيبات

MeOH

THF

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةrefluxed for 1 h
2. 2
   أخرىThe organic solvent was removed in vacuum and conc. NaOH (40 ml)
3. 3
   workup.ADDITIONwas added
4. 4
   استخلاصfollowed by extraction with diethyl ether
5. 5
   أخرىThe organic layer was separated
6. 6
   أخرىdried
7. 7
   تركيزconcentrated in vacuum
8. 8
   ترشيحfollowed by filtration over silica gel (EtOAc/MeOH 80:20)
9. 9
   أخرىThe title compound was crystallized from MeOH/HCl (5.5 g)

الإجراء التجريبي

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)

المصدر