Dichloromethane → HCID 68323804, compound

Participants

Reaction Conditions

Reaction Steps

Under nitrogen, N-(3-bromo-2,6-dimethylthieno[2,3-b]pyridin-4-yl)-3-chlorobenzenesulfonamide (100 mg, 0.232 mmol) (Example 61) was dissolved in toluene (2 mL) and [3-(dimethylamino)phenyl]boronic acid (57.3 mg, 0.347 mmol), PdCl2(dppf).DCM (18.91 mg, 0.023 mmol) and Cs2CO3 (226 mg, 0.695 mmol) were added and the mixture heated in a microwave at 150° C. for 30 min. Water (10 mL) was then added and the mixture extracted with ethyl acetate (3×10 mL). The organic layer was dried over MgSO4, filtered and the solvent removed in vacuo. Purification by chromatography on silica gel, eluting with a gradient of 0-30% ethyl acetate in cyclohexane, was followed by trituration with MeOH, to afford the title compound (39.5 mg). LCMS (A) m/z: 472 [M+1]+, Rt 0.97 min (basic), Rt 1.51 min (acidic).

Provenance & Evidence