Potassium Carbonate → HCID 22052572、化合物

To a slurry of the piperidine sulfonamide from part F (420 mg, 0.8 mmol) in methanol (15 mL) was added ammonium formate (147 mg, 2.3 mmol). The system was purged with nitrogen for 10 minutes. The nitrogen stream was removed and palladium on carbon (80 mg 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 was dissolved in dry dimethylformamide (5 mL) and potassium carbonate (150 mg, 1.07 mmol) and 2-bromoethyl methyl ether (100 mL, 1.07 mmol) were added. The reaction was stirred at thirty five degrees Celsius for thirty hours 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-methoxyethyl piperidine sulfonamide as an off-white solid (190 mg, 53%).

1. customThe system was purged with nitrogen for 10 minutes
2. customThe nitrogen stream was removed
3. additionpalladium on carbon (80 mg 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. dissolutionThe residue was dissolved in dry dimethylformamide (5 mL)
9. concentrationconcentrated in vacuo
10. filtrationfiltered through Celite
11. washThe filtrate washed with water two times, saturated sodium chloride solution
12. dry with materialdried over Na2SO4
13. filtrationfiltered
14. concentrationconcentrated in vacuo
15. customThe product was recrystallized (methanol)

ORDレコード

ord-5ab576492c2d4687ae9f16af1b41da73

出典データセット

uspto-grants-2004_10

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US06800646B1