Stannous Chloride → 5-Bromo-2-ethoxypyridin-3-amine
反応式
[Br:1][C:2]1[CH:3]=[C:4]([N+:11]([O-])=O)[C:5]([O:8][CH2:9][CH3:10])=[N:6][CH:7]=1.[Sn](Cl)Cl>CCOC(C)=O>[Br:1][C:2]1[CH:3]=[C:4]([NH2:11])[C:5]([O:8][CH2:9][CH3:10])=[N:6][CH:7]=1参加物
4
実験手順
A solution of 5-bromo-2-(ethyloxy)-3-nitropyridine (15.5 g) in EtOAc (300 ml) was treated with tin(II) chloride anhydrate (56.6 g) then heated at reflux for 2.5 hr. The reaction was cooled to RT then evaporated to dryness. The residue was treated with 2M NaOH (aq) (500 ml) that was treated with anhydrous magnesium sulfate (˜50 g) then slurried to give a filterable sludge. The filtrate was separated and the organic phase was washed with brine, dried over magnesium sulfate then evaporated to dryness. The residue was purified by column chromatography on silica, eluting with DCM, to give the title compound.
後処理
- temperaturethen heated
- temperatureat reflux for 2.5 hr
- customthen evaporated to dryness
- additionThe residue was treated with 2M NaOH (aq) (500 ml) that
- additionwas treated with anhydrous magnesium sulfate (˜50 g)
- customto give a filterable sludge
- customThe filtrate was separated
- washthe organic phase was washed with brine
- dry with materialdried over magnesium sulfate
- customthen evaporated to dryness
- customThe residue was purified by column chromatography on silica
- washeluting with DCM
出典と根拠
- ORDレコード
- ord-51588b5c510a4cabb2d99ade0b930170
- 出典データセット
- uspto-grants-2012_04
- 特許番号
- US08163743B2
反応ノート
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