3-Nitropyridine → 6-Azaindole
反応式
[N+:1]([C:4]1[CH:5]=[N:6][CH:7]=[CH:8][CH:9]=1)([O-])=O.[CH:10]([Mg]Br)=[CH2:11]>C1COCC1>[NH:1]1[C:4]2[C:9](=[CH:8][CH:7]=[N:6][CH:5]=2)[CH:11]=[CH:10]1参加物
4
反応条件
- 温度
- -20 °C
実験手順
A solution of 3-nitropyridine in THF at −78° C. is treated with vinyl magnesium bromide (3 eq), stirred at −20° C. for 8 h and quenched with 20% ammonium chloride. The phases are separated and the aqueous phase is extracted with EtOAc. The organic phase and the combined extracts are mixed together, dried over MgSO4 and concentrated in vacuo. The resultant residue is chromatographed over silica gel to afford the title 6-azaindole.
後処理
- customquenched with 20% ammonium chloride
- customThe phases are separated
- extractionthe aqueous phase is extracted with EtOAc
- additionThe organic phase and the combined extracts are mixed together
- dry with materialdried over MgSO4
- concentrationconcentrated in vacuo
- customThe resultant residue is chromatographed over silica gel
出典と根拠
- ORDレコード
- ord-74628ef804be4d30a069d0b6e8947871
- 出典データセット
- uspto-grants-2004_10
- 特許番号
- US06800640B2
反応ノート
読み込み中…