Potassium Carbonate → HCID 86687668, compound

Participants

Reaction Steps

A microwave vial was charged with 1-chloro-N-(2,4-dimethoxybenzyl)-4-fluoro-N-(thiazol-2-yl)isoquinoline-6-sulfonamide (Intermediate PPP; 0.060 g, 0.121 mmol), (2-cyanophenyl)boronic acid (0.027 g, 0.182 mmol), tetrakis(triphenylphosphine)palladium(0) (0.014 g, 0.012 mmol), and potassium carbonate (0.084 g, 0.607 mmol). Dioxane (0.607 mL) and Water (0.202 mL) were added, the vial was flushed with argon and sealed, and microwaved at 100° C. for 30 minutes. The reaction was diluted with ethyl acetate and washed with water. The aqueous layer was extracted with ethyl acetate, and the combined organic layers were dried with sodium sulfate, filtered, and concentrated. The material was purified via column chromatography (RediSep Gold 12 g, gradient elution 0-100% EtOAc:Heptane) to afford 2-(6-(N-(2,4-dimethoxybenzyl)-N-(thiazol-2-yl)sulfamoyl)-4-fluoroisoquinolin-1-yl)benzamide. (ESI) 579.2 (M+H)+.

Provenance & Evidence