Methyl iodide → Methyl 6-bromo-3-methoxypicolinate
반응식
[Br:1][C:2]1[N:7]=[C:6]([C:8]([O:10][CH3:11])=[O:9])[C:5]([OH:12])=[CH:4][CH:3]=1.CI.[C:15]([O-])([O-])=O.[K+].[K+]>CN(C=O)C>[Br:1][C:2]1[N:7]=[C:6]([C:8]([O:10][CH3:11])=[O:9])[C:5]([O:12][CH3:15])=[CH:4][CH:3]=1참가 물질
5
실험 절차
A mixture of methyl 6-bromo-3-hydroxypicolinate (10.0 g, 43.10 mmol), MeI (12.3 g, 86.66 mmol) and K2CO3 (12.0 g, 86.83 mmol) in DMF (100 mL) was stirred at RT overnight. Then the reaction mixture was concentrated, diluted with water and extracted with EtOAc. The organic layer was dried over Na2SO4 and concentrated to give methyl 6-bromo-3-methoxypicolinate (4.5 g, yield 42%). 1H-NMR (CDCl3, 400 MHz) δ 7.55 (d, J=8.8 Hz, 1H), 7.24 (d, J=8.8 Hz, 1H), 3.94 (s, 3H), 3.90 (s, 3H). MS (M+H)+: 246/248.
후처리
- concentrationThen the reaction mixture was concentrated
- additiondiluted with water
- extractionextracted with EtOAc
- dry with materialThe organic layer was dried over Na2SO4
- concentrationconcentrated
출처 및 근거
- ORD 기록
- ord-a4171e8253404c1ea9a7c66a2bfccc15
- 출처 데이터셋
- uspto-grants-2016_06
- 특허 번호
- US09364482B2
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