1,2-Dimethoxyethane → HCID 66955906, compound

Participants

Reaction Steps

Methyl 2-(2-chloro-4-(3-hydroxyphenyl)-6-methylpyrimidin-5-yl)acetate (189 mg; 0.646 mmol), benzeneboronic acid (236 mg; 1.937 mmol) and tetrakis(triphenylphosphine) palladium(0) (74.6 mg; 0.065 mmol) were placed in a 5 mL reaction tube and dissolved in a mixture of degassed DME (2.40 mL) and water (0.80 mL). N,N-Diisopropylethylamine (0.397 mL, 2.58 mmol) was added, the tube was sealed and irradiated in a microwave oven at 130° C. for 30 min. 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 (10-80%) in heptane to give 172 mg (75%) of the title compound. ESI/APCI(+): 335 (M+H).

Provenance & Evidence