Реакция #1509587

Уравнение реакции

BF3

HCl

6-Chloro-2-methyl-nicotinonitrile

NaBH4

→

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

Растворители

MeOH

THF

Условия реакции

Обработка

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

Методика

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)

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