Potassium Carbonate → HCID 66681386, compound

Participants

Reaction Conditions

Reaction Steps

Commercially available 1-(t-butoxycarbonyl)pyrrole-2-boronic acid (850 mg, 4.3 mmol) was dissolved in 1,2-dimethoxyethane (30 mL), and commercially available ethyl 2-bromo-1,3-thiazole-5-carboxylate (0.50 mL, 3.35 mmol), palladium (II) acetate (38.0 mg, 0.169 mmol), triphenylphosphine (176 mg, 0.671 mmol) and an aqueous potassium carbonate solution (3M, 2.20 mL, 6.60 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=0%-30%) to afford the desired compound (800 mg, yield 74%) as a yellow solid.

Provenance & Evidence