反应详情

In a volumetric flask, 3-amino-6-(4-fluorophenyl)-5-(4-pyridyl)-1H-pyrazolo[3,4-b]pyridine (0.20 g, 0.7 mmol, obtained in example 70), isonicotinoyl chloride hydrochloride (0.12 g, 0.7 mmol, obtained in section a) and pyridine (1 mL) were introduced under argon atmosphere. This was stirred at room temperature for 2 days. It was concentrated and the residue dissolved in a mixture of CHCl3 and 1 N HCl. The phases were separated and the aqueous phase was extracted with CHCl3 (×2). The aqueous phase was basified by slow addition of 1 N NaOH. Brine was added and extracted with CHCl3 and EtOAc. The organic phase was dried over Na2SO4 and concentrated to dryness. The crude product obtained was purified by chromatography on silica gel using CHCl3-MeOH mixtures of increasing polarity as eluent, to afford 98 mg of the title compound (yield: 68%).

1. additionwere introduced under argon atmosphere
2. concentrationIt was concentrated
3. dissolutionthe residue dissolved in a mixture of CHCl3 and 1 N HCl
4. customThe phases were separated
5. extractionthe aqueous phase was extracted with CHCl3 (×2)
6. additionThe aqueous phase was basified by slow addition of 1 N NaOH
7. additionBrine was added
8. extractionextracted with CHCl3 and EtOAc
9. dry with materialThe organic phase was dried over Na2SO4
10. concentrationconcentrated to dryness
11. customThe crude product obtained
12. customwas purified by chromatography on silica gel
13. temperatureof increasing polarity as eluent