Potassium Carbonate → HCID 66683297, compound

Participants

Reaction Conditions

Reaction Steps

1-(2-Bromo-1,3-thiazol-4-yl)ethane-1,2-diol (1.10 g, 4.91 mmol) synthesized in Example (9b) and commercially available 1-(t-butoxycarbonyl)pyrrole-2-boronic acid (1.55 g, 7.35 mmol) were dissolved in 1,2-dimethoxyethane (40 mL), and palladium (II) acetate (55.0 mg, 0.245 mmol), triphenylphosphine (260 mg, 0.991 mmol) and an aqueous potassium carbonate solution (3M, 4.9 mL, 14.7 mmol) were added, followed by stirring at 100° C. for 14 hours under nitrogen atmosphere. The reaction solution was cooled to room temperature, water (30 mL) and ethyl acetate (40 mL) were added, and the solution was separated. The organic layer was washed with saturated brine, and subsequently dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure, and the resulting residue was purified using silica gel column chromatography (elution solvent: ethyl acetate/hexane=50%-100%) to afford the desired compound (868 mg, yield 59%) as a brown oil.

Provenance & Evidence