Hydrochloric Acid → (6-Chloro-2-methylpyridin-3-YL)methanamine
반응식
[Cl:1][C:2]1[CH:9]=[CH:8][C:5]([C:6]#[N:7])=[C:4]([CH3:10])[N:3]=1.[BH4-].[Na+].B(F)(F)F.Cl>C1COCC1.CO>[Cl:1][C:2]1[N:3]=[C:4]([CH3:10])[C:5]([CH2:6][NH2:7])=[CH:8][CH:9]=1참가 물질
7
실험 절차
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)
후처리
- temperaturerefluxed for 1 h
- customThe organic solvent was removed in vacuum and conc. NaOH (40 ml)
- additionwas added
- extractionfollowed by extraction with diethyl ether
- customThe organic layer was separated
- customdried
- concentrationconcentrated in vacuum
- filtrationfollowed by filtration over silica gel (EtOAc/MeOH 80:20)
- customThe title compound was crystallized from MeOH/HCl (5.5 g)
출처 및 근거
- ORD 기록
- ord-5b72cf9b45d1488ab094354e00ccb3ff
- 출처 데이터셋
- uspto-grants-2014_02
- 특허 번호
- US08653075B2
반응 노트
불러오는 중…