碳酸氢钠 → 8-溴-5-氯-[1,2,4]三唑并[1,5-a]吡啶
反应方程式
[Br:1][C:2]1[C:3]([NH:9][CH:10]=[N:11]O)=[N:4][C:5]([Cl:8])=[CH:6][CH:7]=1.C([O-])(O)=O.[Na+]>O>[Br:1][C:2]1[C:3]2[N:4]([N:11]=[CH:10][N:9]=2)[C:5]([Cl:8])=[CH:6][CH:7]=1参与物
4
实验过程
N-(3-Bromo-6-chloro-pyridin-2-yl)-N′-hydroxyformamidine (1.62 g, 6.47 mmol) is treated for one hour and 45 minutes with polyphosphoric acid (20 g) at 80° C. After cooling to room temperature, water (200 mL) is added to the reaction mixture. The resulting solution is brought to pH 8 by careful addition of solid NaHCO3 in small portions. The clear solution is extracted three times with dichloromethane. The organic phase is dried over MgSO4, filtered and evaporated. The solid residue (1.44 g) is purified by flash chromatography (silica gel, 4:4:0.7 petroleum ether: dichloromethane: ethyl acetate) to give the title compound (0.75 g) as a solid.
后处理
- extractionThe clear solution is extracted three times with dichloromethane
- dry with materialThe organic phase is dried over MgSO4
- filtrationfiltered
- customevaporated
- customThe solid residue (1.44 g) is purified by flash chromatography (silica gel, 4:4:0.7 petroleum ether: dichloromethane: ethyl acetate)
来源与证据
- ORD记录
- ord-1901673f2742434fa20319fe3e43dd25
- 来源数据集
- uspto-grants-2011_07
- 专利号
- US07977352B2
反应笔记
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