Sodium Azide → 3-(Azidomethyl)-5-bromopyridine
반응식
[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]참가 물질
5
실험 절차
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.
후처리
- 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
출처 및 근거
- ORD 기록
- ord-e29ad2da9f9941f18591876a464be5b9
- 출처 데이터셋
- uspto-grants-2009_10
- 특허 번호
- US07601714B2
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