Chloroacetaldehyde → Methyl imidazo(1,2-a)pyridine-6-carboxylate
반응식
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]참가 물질
4
실험 절차
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.
후처리
- 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
출처 및 근거
- ORD 기록
- ord-698543befdbd4076a94a7c188b555497
- 출처 데이터셋
- uspto-grants-2013_02
- 특허 번호
- US08367662B2
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