Phenylboronic Acid → Methyl 2-(4-methyl-2,6-diphenylpyrimidin-5-yl)acetate

関与物質

反応手順

Methyl 2-(2-chloro-4-methyl-6-phenylpyrimidin-5-yl)acetate (200 mg; 0.723 mmol), benzeneboronic acid (264 mg; 2.168 mmol), tetrakis(triphenylphosphine) palladium(0) (84 mg; 0.072 mmol) were placed in a 5 mL reaction tube and dissolved in a mixture of degassed DME (3 mL) and water (1 mL). N,N-Diisopropylethylamine (0.444 mL; 2.89 mmol) was added, the tube was sealed and irradiated in a microwave oven at 130° C. for 1 h. The reaction mixture was partitioned between brine and ethyl acetate, the phases were separated and the water layer was extracted with ethyl acetate. The combined organic layers were dried over magnesium sulphate and concentrated under reduced pressure. The crude material was purified by flash chromatography on silica gel using a linear gradient of ethylacetate (5-40%) in heptane to give 212 mg (91%) of methyl 2-(4-methyl-2,6-diphenylpyrimidin-5-yl)acetate as a white solid. ESI/APCI(+): 319 (M+H).

情報源と証拠