Hydrochloric Acid → (6-Ethoxypyridin-3-yl)methanamine
反応式
[CH2:1]([O:3][C:4]1[CH:11]=[CH:10][C:7]([C:8]#[N:9])=[CH:6][N:5]=1)[CH3:2].Cl>C1COCC1>[NH2:9][CH2:8][C:7]1[CH:10]=[CH:11][C:4]([O:3][CH2:1][CH3:2])=[N:5][CH:6]=1参加物
4
実験手順
Add a solution of 1M BH3-THF complex in THF (7 mL, 7 mmol) to a solution of 6-(ethoxy)nicotinonitrile (911 mg, 4.41 mmol) in anhydrous THF (7 mL) and stir the mixture overnight at reflux. Add a second aliquot of 1M BH3-THF complex in THF (7 mL, 7 mmol) and stir the mixture overnight at reflux. Add 5N aqueous HCl (10 mL) cautiously and stir the mixture overnight at room temperature. Concentrate in vacuo then dissolve the crude mixture in methanol and filter through an SCX column eluting with methanol followed by 3M ammonia in methanol to obtain the title compound (250 mg, 40%). MS (ES+) m/z: 153 (M+H)+.
後処理
- temperatureat reflux
- stirringstir the mixture overnight
- temperatureat reflux
- stirringstir the mixture overnight at room temperature
- concentrationConcentrate in vacuo
- dissolutionthen dissolve the crude mixture in methanol
- filtrationfilter through an SCX column
- washeluting with methanol
出典と根拠
- ORDレコード
- ord-bb65a23cfe424a67a4dfe2b72fd1f980
- 出典データセット
- uspto-grants-2013_11
- 特許番号
- US08580780B2
反応ノート
読み込み中…