反应详情

Toluene (60 ml) was added to 3.0 g (10.0 mmol) of 5-bromo-2-cyclopropanecarboxamido-4-methyl-3-nitropyridine, 10% Pd-C (100 mg) and 2.9 g (28.6 mmol) of triethylamine, followed by stirring and heating under reflux. 1.9 g (41.3 mmol) of formic acid was dropwise added to this solution, followed by stirring for 5 hours. The reaction liquid was brought to room temperature and filtered to remove the catalyst. The filtrate was subjected to vacuum concentration. Chloroform (100 ml) and water (100 ml) were added to the residue and the obtained mixture was caused liquid-liquid separation. The aqueous phase was further extracted with chloroform (50 ml) once. The organic phases were combined, dried over anhydrous magnesium sulfate and subjected to vacuum concentration. The residue was purified by silica gel column chromatography (a n-hexane/ethyl acetate system) to give 1.6 g of the title compound (yield 72%).

1. temperatureheating
2. temperatureunder reflux
3. stirringby stirring for 5 hours
4. customThe reaction liquid
5. customwas brought to room temperature
6. filtrationfiltered
7. customto remove the catalyst
8. concentrationThe filtrate was subjected to vacuum concentration
9. additionChloroform (100 ml) and water (100 ml) were added to the residue
10. customliquid-liquid separation
11. extractionThe aqueous phase was further extracted with chloroform (50 ml) once
12. dry with materialdried over anhydrous magnesium sulfate
13. concentrationsubjected to vacuum concentration
14. customThe residue was purified by silica gel column chromatography (a n-hexane/ethyl acetate system)