Sodium Carbonate → HCID 86688545, compound

Participants

Reaction Steps

The compound (50 mg, 116 μmol) obtained in Example 1 and 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine (119 mg, 580 μmol) were dissolved in dimethoxyethane (3 mL), under a nitrogen atmosphere, a 2N sodium carbonate aqueous solution (350 μL, 700 μmol) and tetrakis(triphenylphosphine)palladium(0) (26.8 mg, 23.2 μmol) were added thereto, followed by stirring for 16 hours while heating under reflux. A saturated ammonium chloride aqueous solution was added to the resulting mixture to stop the reaction, and after extraction with ethyl acetate, the extract was washed with a saturated sodium chloride aqueous solution and dried over anhydrous sodium sulfate. The desiccant was filtered off, and the residue obtained by evaporation under reduced pressure was purified using medium pressure flash column chromatography (silica gel; methanol:chloroform=1:25), thereby giving the title compound (26.3 mg, 53%) as an amorphous solid.

Provenance & Evidence