反应详情

To a mixture of (4-mercapto-2-propyl-phenoxy)-acetic acid ethyl ester (127 mg, 0.5 mmol) and 4-Chloromethyl-5-methyl-2-(4-trifluoromethyl-phenyl)-oxazole (131 mg, 0.48 mmol) in acetonitrile (2 mL) was added cesium carbonate (326 mg, 1 mmol). After 4 h at room temperature, the reaction was quenched by water, extracted with ethyl acetate. Combined organic layers were washed with brine, dried (sodium sulfate) and concentrated. The residue was taken into THF (2 mL) and treated with lithium hydroxide (1N, 0.5 mL) at room temperature for 2 h. THF was evaporated, the residue was treated with water (0.5 mL) and extracted with ether. The aqueous was acidified with 5 N HCl, extracted with ether, dried over sodium sulfate and concentrated. The crude product was purified by reversed phase HPLC to give the title compound (125 mg, 53.7%)

1. customthe reaction was quenched by water
2. extractionextracted with ethyl acetate
3. washCombined organic layers were washed with brine
4. dry with materialdried (sodium sulfate)
5. concentrationconcentrated
6. additiontreated with lithium hydroxide (1N, 0.5 mL) at room temperature for 2 h
7. customTHF was evaporated
8. additionthe residue was treated with water (0.5 mL)
9. extractionextracted with ether
10. extractionextracted with ether
11. dry with materialdried over sodium sulfate
12. concentrationconcentrated
13. customThe crude product was purified by reversed phase HPLC