Sodium Azide → 3-(Azidomethyl)-5-bromopyridine
反応式
[Br:1][C:2]1[CH:3]=[C:4]([CH2:8]OS(C)(=O)=O)[CH:5]=[N:6][CH:7]=1.[N-:14]=[N+:15]=[N-:16].[Na+]>CN(C=O)C.O>[N:14]([CH2:8][C:4]1[CH:5]=[N:6][CH:7]=[C:2]([Br:1])[CH:3]=1)=[N+:15]=[N-:16]参加物
5
実験手順
To a solution of crude methanesulfonic acid 5-bromo-pyridin-3-ylmethyl ester (4.20 g) in DMF (60 mL) was added NaN3 (10.0 g, 153.8 mmol). The mixture was stirred under N2 overnight then diluted with water. The mixture was extracted with EtOAc (2×300 mL) and the combined organic layers washed with water before drying over Na2SO4. The solution was concentrated in vacuo to afford crude 3-azidomethyl-5-bromo-pyridine (2.04 g) as a dark brown oil. This crude material was used directly in the next step.
後処理
- extractionThe mixture was extracted with EtOAc (2×300 mL)
- washthe combined organic layers washed with water
- dry with materialbefore drying over Na2SO4
- concentrationThe solution was concentrated in vacuo
出典と根拠
- ORDレコード
- ord-e29ad2da9f9941f18591876a464be5b9
- 出典データセット
- uspto-grants-2009_10
- 特許番号
- US07601714B2
反応ノート
読み込み中…