Hydrochloric Acid → (6-Chloro-2-methylpyridin-3-YL)methanamine
反応式
[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]=1参加物
7
実験手順
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)
後処理
- 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)
出典と根拠
- ORDレコード
- ord-5b72cf9b45d1488ab094354e00ccb3ff
- 出典データセット
- uspto-grants-2014_02
- 特許番号
- US08653075B2
反応ノート
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