反应详情

温度

100 °C

To a suspension of 4-(4-methylpyridin-2-yl)-2-nitrocinnamonitrile (1.32 g) in acetic acid (5 ml) and N,N-dimethylformamide (5 ml) was added iron powder (1.63 g), and the mixture was stirred at 100° C. for 3 hours. After cooling, the reaction mixture was poured into a saturated aqueous sodium hydrogencarbonate solution and extracted with dichloromethane. The organic layer was washed with brine, dried over sodium sulfate and evaporated under reduced pressure. The residue was purified by column chromatography (silica gel 50 g, 5-10% methanol in dichloromethane). The compound obtained was dissolved in ethyl acetate, and a solution of hydrogen chloride in 1,4-dioxane (4N, 1 ml) was added. The precipitate was collected by filtration and dried to give 2-amino-7-(4-methylpyridin-2-yl)quinoline dihydrochloride (482 mg).

1. temperatureAfter cooling
2. extractionextracted with dichloromethane
3. washThe organic layer was washed with brine
4. dry with materialdried over sodium sulfate
5. customevaporated under reduced pressure
6. customThe residue was purified by column chromatography (silica gel 50 g, 5-10% methanol in dichloromethane)
7. customThe compound obtained
8. filtrationThe precipitate was collected by filtration
9. customdried