Diisopropylethylamine → HCID 66955308, compound

Participants

Reaction Conditions

Reaction Steps

To a suspension of methyl 2-(4-chloro-6-methyl-2-phenylpyrimidin-5-yl)pentanoate (0.159 g; 0.5 mmol), tetrakis(triphenylphosphine) palladium(0) (0.059 mg; 0.05 mmol), and 4-chloro-2-fluorophenylboronic acid (0.131 g; 0.75 mmol) in a mixture of DME-water (2 mL) was added N,N-diisopropylethylamine (0.345 mL; 2 mmol) and the mixture was heated in a sealed tube to 100° C. for 3 h. The mixture was diluted with brine and extracted with ethyl acetate. The combined organics were dried over magnesium sulphate, filtered and concentrated under reduced pressure. Purification by flash-chromatography on silica gel using a gradient of ethyl acetate (2-40%) in heptane furnished 0.164 g (75%) of the title compound.

Provenance & Evidence