Sodium Carbonate → 3-Chloro-N-[6-methyl-3-[3-(methyloxy)phenyl]-2-(3-pyridinyl)thieno[2,3-b]pyridin-4-yl]-benzenesulfonamide

Participants

Reaction Conditions

Reaction Steps

A mixture of N-{2-bromo-6-methyl-3-[3-(methyloxy)phenyl]thieno[2,3-b]pyridin-4-yl}-3-chlorobenzenesulfonamide (50 mg, 0.095 mmol) (Example 33), tetrakis(triphenylphosphine)palladium(0) (5.51 mg, 4.77 μmol), sodium carbonate (20.23 mg, 0.191 mmol) and 3-pyridineboronic acid (14.08 mg, 0.115 mmol) in acetonitrile (1 mL) and water (250 μl) was heated at 80° C. under nitrogen for 17 h. The reaction mixture was then cooled to RT and concentrated. Purification by chromatography on silica gel, eluting with a gradient of 0-50% ethyl acetate in DCM, afforded the title compound (20.5 mg). LCMS (A) m/z: 522 [M+1]+, Rt 1.33 min (acidic), Rt 0.89 min (basic).

Provenance & Evidence