Ethanol → Ethyl 6-bromo-1H-indazole-3-carboxylate
反応式
[Br:1][C:2]1[CH:10]=[C:9]2[C:5]([C:6]([C:11]([OH:13])=[O:12])=[N:7][NH:8]2)=[CH:4][CH:3]=1.S(Cl)(Cl)=O.[CH2:18](O)[CH3:19]>>[Br:1][C:2]1[CH:10]=[C:9]2[C:5]([C:6]([C:11]([O:13][CH2:18][CH3:19])=[O:12])=[N:7][NH:8]2)=[CH:4][CH:3]=1参加物
4
実験手順
To a stirred solution of 6-bromo-1H-indazole-3-carboxylic acid (5 g, 21 mmol) in ethanol (160 Ml), thionyl chloride (8 Ml, 104 mmol; SOCl2) was added. The mixture was refluxed for 3 h, cooled to room temperature, and concentrated under reduced pressure. Ethyl acetate was added. The organic layer was washed with saturated sodium bicarbonate solution, dried over magnesium sulfate, and concentrated under reduced pressure. The residue was purified by flash column chromatography (silica gel, DCM:MeOH=9:1) to give ethyl 6-bromo-1H-indazole-3-carboxylate (2.8 g).
後処理
- temperatureThe mixture was refluxed for 3 h
- concentrationconcentrated under reduced pressure
- additionEthyl acetate was added
- washThe organic layer was washed with saturated sodium bicarbonate solution
- dry with materialdried over magnesium sulfate
- concentrationconcentrated under reduced pressure
- customThe residue was purified by flash column chromatography (silica gel, DCM:MeOH=9:1)
出典と根拠
- ORDレコード
- ord-8822949004f946debace9372bfdae753
- 出典データセット
- uspto-grants-2014_06
- 特許番号
- US08754209B2
反応ノート
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