Potassium Carbonate → N-(1-{4-[3-(3,5-Dimethyl-isoxazol-4-yl)-ureido]-2-fluoro-phenyl}-piperidin-4-yl)-2-ethyl-N-phenyl-butyramide

온도

50 °C

N-[1-(4-amino-2-fluoro-phenyl)-piperidin-4-yl]-2-ethyl-N-phenyl-butyramide. To a mixture of 2-ethyl-N-phenyl-N-piperidin-4-yl-butyramide (10 mmol) and K2CO3 (40 mmol) in DMF (30 mL) was added 1,2-difluoro-4-nitro-benzene (1.6 g, 10 mmol). The reaction mixture was stirred at 50° C. for 3 h, then was diluted with H2O (500 mL). The solution was decanted, leaving a semi-solid, which was collected and re-dissolved into 1:1 EtOH/EtOAc (100 mL). The mixture was treated with SnCl2.2H2O (10 g) and was heated at 100° C. for 16 h. The mixture was cooled to rt, diluted with ice water (100 mL), basified to pH=9 with NaHCO3, and extracted with EtOAc (3×200 mL). The organic layers were combined, dried (Na2SO4), and concentrated to give the crude title compound.

1. customThe solution was decanted
2. customleaving a semi-solid, which
3. customwas collected
4. dissolutionre-dissolved into 1:1 EtOH/EtOAc (100 mL)
5. additionThe mixture was treated with SnCl2.2H2O (10 g)
6. temperaturewas heated at 100° C. for 16 h
7. temperatureThe mixture was cooled to rt
8. additiondiluted with ice water (100 mL)
9. extractionextracted with EtOAc (3×200 mL)
10. dry with materialdried (Na2SO4)
11. concentrationconcentrated

ORD 기록

ord-77606713bf5a461b827f2d1fdbd4d815

출처 데이터셋

uspto-grants-2012_05

DOI

10.6084/m9.figshare.5104873.v1

특허 번호

US08183239B2