Potassium Carbonate → HCID 86687673, compound

Participants

Reaction Steps

A microwave vial was charged with 1-chloro-N-(2,4-dimethoxybenzyl)-4-hydroxy-N-(thiazol-2-yl)isoquinoline-6-sulfonamide (INTERMEDIATE WWW) (0.263 g, 0.535 mmol), (4-fluoro-2-methoxyphenyl)boronic acid (0.136 g, 0.802 mmol), tetrakis(triphenylphosphine)palladium(0) (0.062 g, 0.053 mmol), and potassium carbonate (0.369 g, 2.67 mmol). Dioxane (2.67 ml) and Water (0.891 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 N-(2,4-dimethoxybenzyl)-1-(4-fluoro-2-methoxyphenyl)-4-hydroxy-N-(thiazol-2-yl)isoquinoline-6-sulfonamide. (ESI) 582.2 (M+H)+.

Provenance & Evidence