反应详情

3-(cis-2-Methylcyclopropyl)-1H-pyrazol-5-amine (0.0742 g, 0.541 mmol) and sodium nitromalonaldehyde hydrate (0.0892 g, 0.568 mmol) were heated in AcOH at 90° C. overnight. Water was added, and the precipitate was collected by filtration. This solid was taken up in water as a slurry and heated to reflux for two days. The solution was cooled to room temperature, and the resulting crystals were collected by filtration. The mother liquor was extracted with DCM (3×), dried over Na2SO4 and concentrated to a solid, which was combined with the crystals to provide 3-(cis-2-methylcyclopropyl)-5-nitro-1H-pyrazolo[3,4-b]pyridine (42 mg, 65%) as a solid.

1. filtrationthe precipitate was collected by filtration
2. temperatureheated
3. temperatureto reflux for two days
4. filtrationthe resulting crystals were collected by filtration
5. extractionThe mother liquor was extracted with DCM (3×)
6. dry with materialdried over Na2SO4
7. concentrationconcentrated to a solid, which