反应详情

To a slurry of the piperidine sulfonamide from part F (6.3 g, 12.0 mmol) in methanol (25 mL) was added ammonium formate (2.2 g, 34.5 mmol). The system was purged with nitrogen for 10 minutes. The nitrogen stream was removed and palladium on carbon (1.2 g of 10 weight % on activated carbon, 50% water) was added. The reaction was refluxed for forty five minutes, cooled, filtered through Celite under nitrogen, and concentrated in vacuo. The residue (4.5 g, 10 mmol) was dissolved in dry dimethylformamide (20 mL) and potassium carbonate (3.45 g, 325 mmol) and 2-chloro-5-ethylpyrimidine (1.82 mL, 15 mmol) were added. The reaction was stirred at eighty degrees Celsius for four hour and then concentrated in vacuo. The residue was taken up in ethyl acetate and filtered through Celite. The filtrate washed with water two times, saturated sodium chloride solution, dried over Na2SO4, filtered, and concentrated in vacuo. The product was recrystallized (methanol) to give the N-pyrimidinyl piperidine sulfonamide as a white solid (3.33 g, 60%).

1. customThe system was purged with nitrogen for 10 minutes
2. customThe nitrogen stream was removed
3. additionpalladium on carbon (1.2 g of 10 weight % on activated carbon, 50% water) was added
4. temperatureThe reaction was refluxed for forty five minutes
5. temperaturecooled
6. filtrationfiltered through Celite under nitrogen
7. concentrationconcentrated in vacuo
8. concentrationconcentrated in vacuo
9. filtrationfiltered through Celite
10. washThe filtrate washed with water two times, saturated sodium chloride solution
11. dry with materialdried over Na2SO4
12. filtrationfiltered
13. concentrationconcentrated in vacuo
14. customThe product was recrystallized (methanol)