Potassium Carbonate → HCID 58020263, compound

Participants

Reaction Steps

To a solution of 5-formyl-2-methoxy phenyl boronic acid (1.0 g, 5.5 mmol) in water (6 mL) and methanol (30 mL), was added 5-bromo-2,2-difluoro-1,3-benzodioxole (0.97 mL, 7.2 mmol), solid potassium carbonate (1.5 g, 11 mmol), and palladium(II) acetate (25 mg, 0.11 mmol). The reaction was stirred at room temperature for 16 h. The black mixture was diluted with water (30 mL) and extracted with ethyl acetate (2×30 mL). The combined extracts were decolorized with activated charcoal, dried over sodium sulfate, filtered, and concentrated to 20 mL under vacuum. The solution was purified by silica gel column chromatography eluting with hexanes/ethyl acetate (11:1) to give I-172 (620 mg, 39% yield) as a white solid.

Provenance & Evidence