反应详情

A mixture of N-(3-cyano-5-(imidazo[1,2-b]pyridazin-2-yl)phenyl)methanesulfonamide (0.25 mmol), hydroxylamine hydrochloride (0.75 mmol) and triethylamine (1 mmol) in EtOH (12 mL) was refluxed for 4 hours. After removal of the solvent in vacuo, the residue was dissolved in THF (12 mL), added with (ClCH2CO)2O (0.75 mmol) and triethylamine (1 mmol), and stirred at room temperature for 1 hours. Then it was heated to reflux for another 8 hours. After removal of the solvent in vacuo and addition of water, the mixture was extracted with EtOAc. The combined organic layer was washed with water and brine sequentially, dried over anhydrous Na2SO4 and concentrated. The resulting residue was purified by column chromatography to give N-(3-(5-(chloromethyl)-1,2,4-oxadiazol-3-yl)-5-(imidazo[1,2-b]pyridazin-2-yl)phenyl)methanesulfonamide in 90% yield.

1. temperaturewas refluxed for 4 hours
2. customAfter removal of the solvent in vacuo
3. dissolutionthe residue was dissolved in THF (12 mL)
4. temperatureThen it was heated
5. temperatureto reflux for another 8 hours
6. customAfter removal of the solvent
7. additionin vacuo and addition of water
8. extractionthe mixture was extracted with EtOAc
9. washThe combined organic layer was washed with water and brine sequentially
10. dry with materialdried over anhydrous Na2SO4
11. concentrationconcentrated
12. customThe resulting residue was purified by column chromatography