Chloroacetaldehyde → Methyl imidazo(1,2-a)pyridine-6-carboxylate
反応式
Cl[CH2:2][CH:3]=O.[CH3:5][O:6][C:7](=[O:15])[C:8]1[CH:13]=[CH:12][C:11]([NH2:14])=[N:10][CH:9]=1>C(O)C>[CH3:5][O:6][C:7]([C:8]1[CH:13]=[CH:12][C:11]2[N:10]([CH:2]=[CH:3][N:14]=2)[CH:9]=1)=[O:15]参加物
4
実験手順
To a solution of 50% aq. chloroacetaldehyde (1.1 eq, 36 mmol, 4.6 ml) in ethanol (120 ml) is added 6-amino-nicotinic acid methyl ester (1 eq, 33 mmol, 5 g) at room temperature. The reaction mixture is heated at reflux for 18 hours. The solvent is removed in vacuo and the crude product is dissolved in water (400 ml). The aqueous solution is treated with sodium bicarbonate to pH=8 and extracted with DCM (3×250 ml). The organic layer is dried (MgSO4) and evaporated to give the title compound as a beige solid.
後処理
- temperatureThe reaction mixture is heated
- temperatureat reflux for 18 hours
- customThe solvent is removed in vacuo
- dissolutionthe crude product is dissolved in water (400 ml)
- additionThe aqueous solution is treated with sodium bicarbonate to pH=8
- extractionextracted with DCM (3×250 ml)
- dry with materialThe organic layer is dried (MgSO4)
- customevaporated
出典と根拠
- ORDレコード
- ord-698543befdbd4076a94a7c188b555497
- 出典データセット
- uspto-grants-2013_02
- 特許番号
- US08367662B2
反応ノート
読み込み中…