tert-Butyl (3-mercaptopyridin-4-yl)carbamate → Thiazolo[5,4-c]pyridine
反応式
C(O[C:6]([NH:8][C:9]1[CH:14]=[CH:13][N:12]=[CH:11][C:10]=1[SH:15])=O)(C)(C)C>C(O)=O>[N:8]1[C:9]2[CH:14]=[CH:13][N:12]=[CH:11][C:10]=2[S:15][CH:6]=1参加物
3
実験手順
4-[(tert-Butoxycarbonyl)amino]-3-mercaptopyridine (33.2 g) was dissolved in formic acid (250 ml), and the solution was heated under reflux for 3 days. The reaction mixture was concentrated under reduced pressure, and a 5N aqueous solution (100 ml) of potassium hydroxide and ether were added to the residue to separate an organic layer. The organic layer was dried over anhydrous sodium sulfate, and the solvent was then distilled off under reduced pressure. The residue was purified by column chromatography on silica gel (dichloromethane:methanol=25:1) to obtain the title compound (9.03 g) as a colorless solid.
後処理
- temperaturethe solution was heated
- temperatureunder reflux for 3 days
- concentrationThe reaction mixture was concentrated under reduced pressure
- additiona 5N aqueous solution (100 ml) of potassium hydroxide and ether were added to the residue
- customto separate an organic layer
- dry with materialThe organic layer was dried over anhydrous sodium sulfate
- distillationthe solvent was then distilled off under reduced pressure
- customThe residue was purified by column chromatography on silica gel (dichloromethane:methanol=25:1)
出典と根拠
- ORDレコード
- ord-245a52e9d31a434b9464f40c05270b06
- 出典データセット
- uspto-grants-2007_03
- 特許番号
- US07192968B2
反応ノート
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