Sodium Carbonate → HCID 66990684, compound

Participants

Reaction Steps

Water (5.3 mL), 2-bromopyrimidine (0.95 g), sodium carbonate (1.3 g), and bis(triphenylphosphine)palladium(II) dichloride (0.14 g) were added to an ethylene glycol dimethyl ether (18 mL) solution of the obtained benzyl 2-(benzyloxy)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate (1.8 g), followed by heating to reflux under a nitrogen atmosphere for 4 hours. The reaction mixture was cooled to room temperature, an then bis(triphenylphosphine)palladium(II) dichloride (0.14 g) was added thereto, followed by heating to reflux under a nitrogen atmosphere for 5 hours. The reaction mixture was cooled to room temperature, and then water and ethyl acetate were added thereto. The organic layer was separated, washed with a saturated aqueous solution of sodium chloride, and dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. The obtained residue was purified by silica gel column chromatography [eluent: 80-50% hexane/ethyl acetate] to obtain 1.4 g of benzyl 2-(benzyloxy)-5-(pyrimidin-2-yl)benzoate.

Provenance & Evidence