1,1'-Carbonyldiimidazole → 3-(4-Fluorophenyl)-5-[2-(2-chlorophenyl)propionylamino]-4-[4-pyrimidinyl]isoxazole

In 5 mL of THF, 0.144 g of 2-(2-chlorophenyl)propionic acid and 0.126 g of CDI were dissolved and stirred at room temperature for an hour. Then 5 mL of THF solution containing 0.237 g of DBU and 0.1 g of 5-amino-3 (4-fluorophenyl)-4-4-pyrimidinyl isoxazole was added and stirred at room temperature for 3 hours. The solvent was distilled off from the reaction solution under reduced pressure, and water was added to the residue which was then extracted with ethyl acetate. The ethyl acetate extract was dried over anhydrous magnesium sulfate, removed of the solvent by distillation under reduced pressure, and the residue was purified on 20 g silica gel chromatography (eluent, chloroform:methanol=50:1). Washing the residue with ether, 0.118 g (yield: 72%) of the title compound was obtained.

1. additionwas added
2. stirringstirred at room temperature for 3 hours
3. distillationThe solvent was distilled off from the reaction solution under reduced pressure, and water
4. additionwas added to the residue which
5. extractionwas then extracted with ethyl acetate
6. extractionThe ethyl acetate extract
7. dry with materialwas dried over anhydrous magnesium sulfate
8. customremoved of the solvent by distillation under reduced pressure
9. customthe residue was purified on 20 g silica gel chromatography (eluent, chloroform:methanol=50:1)
10. washWashing the residue with ether

ORDレコード

ord-1b57d0a242b54c36b1443860f70eb618

出典データセット

uspto-grants-2011_05

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US07939536B2