反应详情

To a suspension of N-(4-((2-aminopyridin-4-yl)oxy)-2-chlorophenyl)-1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazole-4-carboxamide (125 mg, 0.28 mmol) and Et3N (0.12 mL, 0.84 mmol) in THF (4.0 mL) was added phenyl carbonochloridate (0.10 mL, 0.84 mmol). The mixture was stirred at rt for 2 hours, then morpholine (0.15 mL, 1.68 mmol) was added. The resulted mixture was stirred rt for 22 hours, then partitioned between aqueous NH4Cl solution (20 mL) and DCM (20 mL). The organic phase was separated and the aqueous phase was extracted with DCM (20 mL×3). The combined organic phases were dried over anhydrous Na2SO4, and concentrated in vacuo. The residue was purified by a silica gel column chromatography (EtOAc/PE (v/v)=20/1), followed by washing with methanol (4 mL) to give the title compound as a beige solid (60 mg, 38%).

1. stirringThe resulted mixture was stirred rt for 22 hours
2. custompartitioned between aqueous NH4Cl solution (20 mL) and DCM (20 mL)
3. customThe organic phase was separated
4. extractionthe aqueous phase was extracted with DCM (20 mL×3)
5. dry with materialThe combined organic phases were dried over anhydrous Na2SO4
6. concentrationconcentrated in vacuo
7. customThe residue was purified by a silica gel column chromatography (EtOAc/PE (v/v)=20/1)
8. washby washing with methanol (4 mL)