Potassium Carbonate → HCID 58941092, compound

Participants

Reaction Conditions

Reaction Steps

To tert-butyl 4-(4-((E)-2-(2-methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-3-yl)vinyl)phenyl)piperazine-1-carboxylate (191 mg, 0.37 mmol) and 4-chloro-N-methylpyrimidin-2-amine (79 mg, 0.55 mmol) in toluene (4 mL) and ethanol (2 mL) under nitrogen was added 2M aqueous potassium carbonate (0.55 mL, 1.10 mmol) followed by palladium tetrakis(triphenylphosphine) (17 mg, 14.6 μmol). The reaction mixture was heated at 120° C. overnight. The reaction mixture was partitioned between EtOAc (30 mL) and water (50 mL). The organic layer was dried (MgSO4), filtered and concentrated and the residue was purification by column chromatography (EtOAc) to give the title compound (168 mg, 91%) as a yellow solid.

Provenance & Evidence