反应详情

温度

60 °C

Aqueous NaOH (5 equivalent) was added to a solution of ethyl 6-bromo-1-cyclohexyl-1H-pyrazolo[3,4-b]pyridine-4-carboxylate (1 equivalent) in EtOH (10 times by volume) and stirred at 60° C. for 1 h. After completion of the reaction, ethanol was removed under reduced pressure and it was acidified using 10% citric acid solution. Extraction was carried out using EtOAc; the combined organic layers were washed with water, brine and dried over anhydrous Na2SO4; filtered and concentrated under reduced pressure. The residue was, then, dissolved in DMSO (10 times by volume) and 3-(aminomethyl)-4,6-dimethylpyridin-2(1H)-one (2 equivalents) was added to it. The reaction mixture was stirred at room temperature for 15 min before PYBOP (1.5 equivalents) was added to it and stirring was continued for 5 to 16 h. After completion of the reaction, water was added to it and extraction was carried out using EtOAc. The combined organic layers were washed with water; brine; dried over anhydrous Na2SO4; filtered and concentrated under reduced pressure. The residue was purified by silica gel column chromatography followed by ether wash to provide the desired intermediate.

1. customwas removed under reduced pressure and it
2. extractionExtraction
3. washthe combined organic layers were washed with water, brine
4. dry with materialdried over anhydrous Na2SO4
5. filtrationfiltered
6. concentrationconcentrated under reduced pressure
7. dissolutiondissolved in DMSO (10 times by volume)
8. additionwas added to it
9. stirringstirring
10. waitwas continued for 5 to 16 h
11. additionwas added to it and extraction
12. washThe combined organic layers were washed with water
13. dry with materialdried over anhydrous Na2SO4
14. filtrationfiltered
15. concentrationconcentrated under reduced pressure
16. customThe residue was purified by silica gel column chromatography
17. washwash