Potassium Carbonate → HCID 67293036, compound

Participants

Reaction Steps

6.8 g (28.6 mM) of 2-chloro-3-fluoro-5-(phenylmethoxy)pyridine, 110 ml of DME and 4.18 g (34 mM) of phenylboronic acid are mixed. 6.64 g (156 mM) of lithium chloride and 1.65 g (1.4 mM) of tetrakis(triphenylphosphine)palladium are added. Finally, 38 ml (76 mM) of 2 M potassium carbonate solution are added and the mixture is refluxed for 18 hours. After hydrolysis in 250 ml of water, the mixture is extracted with ethyl acetate and the organic phases are washed with water and then with brine, dried over magnesium sulfate, filtered and concentrated under reduced pressure. The residue obtained is purified by chromatography on silica gel using a cyclohexane/ethyl acetate mixture (95/5, then 90/10; v/v) as the eluent to give the desired product in the form of a white solid with a yield of 84%.

Provenance & Evidence