反应详情

温度

100 °C

A stirred solution of methyl 3-(4-(3-bromo-5-(trifluoromethyl)phenyl)oxazol-2-yl)propanoate (Reference Example 44, 0.150 g, 0.397 mmol), methylboronic acid (0.071 g, 1.19 mmol), and triethylamine (0.402 g, 3.97 mmol) in DMF (10.0 mL) was degassed and then purged with nitrogen. To this reaction mixture was added tetrakis(triphenylphosphine)palladium(0) (0.024 g, 0.0203 mmol) and the resulting reaction mixture was heated at 100° C. for 6 h. After this time, the mixture was cooled to room temperature, diluted with ethyl acetate (50 mL), washed with water and saturated sodium chloride, dried (Na2SO4), filtered, and concentrated under reduced pressure. The residue was purified by flash column chromatography (silica gel, hexanes/ethyl acetate 9:1) to provide methyl 3-(4-(3-methyl-5-(trifluoromethyl)phenyl)oxazol-2-yl)propanoate (0.097 g, 78%) as a viscous yellow oil.

1. custompurged with nitrogen
2. customthe resulting reaction mixture
3. temperatureAfter this time, the mixture was cooled to room temperature
4. washwashed with water and saturated sodium chloride
5. dry with materialdried (Na2SO4)
6. filtrationfiltered
7. concentrationconcentrated under reduced pressure
8. customThe residue was purified by flash column chromatography (silica gel, hexanes/ethyl acetate 9:1)