Cesium carbonate → 3,3,3-Trifluoro-2-hydroxy-N-(4-oxazol-2-yl-phenyl)-2-[1-(2-trifluoromethyl-phenyl)-cyclobutylmethyl]-propionamide

Participants

Reaction Steps

63 mg (0.15 mmol) of N-(4-oxazol-2-yl-phenyl)-2-oxo-3-[1-(2-trifluoromethyl-phenyl)-cyclobutyl]-propionamide in 2 ml dimethylformamide is mixed at 0° C. with 48.7 mg (0.15 mmol) of cesium carbonate and 0.14 ml (0.88 mmol) of trimethylsilane-trifluoromethane (CF3.TMS). The reaction mixture was stirred overnight at room temperature. 0.1 ml of 1M tetrabutylammonium fluoride in tetrahydrofuran was added and stirred over the weekend at room temperature. The reaction was quenched with water and extracted with ethyl acetate. The combined ethyl acetate extracts were washed twice with water, dried and concentrated by evaporation. The residue was purified by preparative TLC (EtOAc-hexane 30%) to yield 3.3 mg of product.

Provenance & Evidence