Ethyl Acetate → 3-Chloro-N-[2,6-dimethyl-3-(5-methyl-2-furanyl)thieno[2,3-b]pyridin-4-yl]benzenesulfonamide

Beteiligte Stoffe

Reaktionsbedingungen

Reaktionsschritte

Under nitrogen, N-(3-bromo-2,6-dimethylthieno[2,3-b]pyridin-4-yl)-3-chlorobenzenesulfonamide (Example 61) (90 mg, 0.208 mmol) was dissolved in 1,4-dioxane (1.5 mL) and water (0.7 mL). 4,4,5,5-Tetramethyl-2-(5-methyl-2-furanyl)-1,3,2-dioxaborolane (0.064 mL, 0.313 mmol), tetrakis(triphenylphosphine)palladium(0) (24.09 mg, 0.021 mmol) and potassium carbonate (86 mg, 0.625 mmol) were added and the mixture heated in a microwave at 120° C. for 10 min. Ethyl acetate (10 mL) was then added and the mixture washed with water (2×5 mL). The organic layer was dried over MgSO4, filtered and the solvent removed in vacuo. The residue was purified by normal phase chromatography, eluting with a gradient of 0-30% ethyl acetate in cyclohexane and further triturated with MeOH, to give the title compound (40.5 mg). LCMS (A) m/z: 433 [M+1]+, Rt 1.50 min (acidic).

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