反应详情

温度

120 °C

A mixture of methyl 3-[2-chloro-4-(4-chlorophenyl)-5-oxazolyl]propionate (1.50 g), 1H-indazole (1.18 g), potassium carbonate (1.38 g) and N,N-dimethylformamide (20 mL) was stirred at 120° C. for 3 hrs. The reaction mixture was poured into water and extracted with ethyl acetate. The organic layer was washed with water, dried over anhydrous magnesium sulfate and concentrated. The obtained crystals were collected by filtration, dried and dissolved in a mixed solvent of tetrahydrofuran (20 mL) and ethanol (20 mL). A 1N aqueous sodium hydroxide solution (10 mL) was added, and the mixture was stirred at room temperature for 2 hrs. The reaction mixture was acidified with 1N aqueous hydrochloric acid solution, and the mixture was extracted with ethyl acetate. The organic layer was washed with water, dried over anhydrous magnesium sulfate and concentrated. The obtained crystals were collected by filtration using isopropyl ether and dried to give 3-[4-(4-chlorophenyl)-2-(1H-indazol-1-yl)-5-oxazolyl]propionic acid (824 mg, yield 45%) as pale-yellow prism crystal. melting point: 204–205° C.

1. extractionextracted with ethyl acetate
2. washThe organic layer was washed with water
3. dry with materialdried over anhydrous magnesium sulfate
4. concentrationconcentrated
5. filtrationThe obtained crystals were collected by filtration
6. customdried
7. dissolutiondissolved in a mixed solvent of tetrahydrofuran (20 mL) and ethanol (20 mL)
8. additionA 1N aqueous sodium hydroxide solution (10 mL) was added
9. stirringthe mixture was stirred at room temperature for 2 hrs
10. extractionthe mixture was extracted with ethyl acetate
11. washThe organic layer was washed with water
12. dry with materialdried over anhydrous magnesium sulfate
13. concentrationconcentrated
14. filtrationThe obtained crystals were collected by filtration
15. customdried