Potassium Carbonate → 2-{2-[5-Chloro-2-(benzyloxy)phenyl]cyclopent-1-enyl}pyrimidine-4-carboxylic Acid Ethyl Ester

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A mixture of 2-chloropyrimidine-4-carboxylic acid methyl ester (114 mg, 0.66 mmol), 2-(2-benzyloxy-5-chlorophenyl)cyclopentene-1-boronic acid (209 mg, 0.66 mmol), potassium carbonate (729 mg, 5.28 mmol) and tetrakis(triphenylphosphine)palladium(0) (76 mg, 0.066 mmol) was stirred and heated in 1:1 toluene/ethanol (6 ml) at 90° C. under nitrogen for 2 hours. After cooling the mixture was diluted with diethyl ether/water and the organic phase dried (magnesium sulphate), evaporated to dryness and the residue purified by chromatography on silica (12% ethyl acetate in iso-hexane) to yield the title compound as a colourless gum (109 mg, 38%). LC/MS: Rt 3.8 [MH+] 435.3, 437.3.

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