Sodium Carbonate → HCID 16222777, compound

Participants

Reaction Conditions

Reaction Steps

A microwave reaction vessel was charged with (3-bromo-thieno[3,2-c]pyridin-4-yl)-pyridin-2-ylmethyl-amine (50 mg, 0.158 mmol), phenylboronic acid (37.9 mg, 0.312 mmol), palladium (II) acetate (3.5 mg, 0.0158 mmol), triphenylphosphine (12.3 mg, 0.0467 mmol) and sodium carbonate (49.5 mg, 0.467 mmol). The reaction was solvated with DME (0.75 ml) and distilled water (0.25 ml), sealed, and set to stir in a Biotage microwave reactor. The reaction was heated at 150-160° C. for 1 h. At which point the reaction was allowed to cool to room temperature and further diluted with distilled water (10 ml). The aqueous phase was then extracted with DCM (2×20 ml), dried (MgSO4), filtered and the solvent removed in vacuo. The crude residue was subjected to flash column chromatography (eluent petroleum spirit 40-60° C.:EtOAc, 1:1, Rf 0.1). This afforded the title compound as a yellow solid (29.8 mg, 60%).

Provenance & Evidence