Tris(furan-2-yl)phosphane → 2-(5-Benzylbenzofuran-2-yl)pyrimidine-5-carbaldehyde

Participants

Reaction Conditions

Reaction Steps

A 25 mm tube was charged with trifuran-2-ylphosphine (0.0737 g, 0.317 mmol), Pd2 dba3 (0.0411 g, 0.0397 mmol), 5-benzylbenzofuran-2-ylboronic acid (0.500 g, 1.98 mmol), CuTC (0.492 g, 2.58 mmol), 2-(methylthio)pyrimidine-5-carbaldehyde (0.306 g, 1.98 mmol) under argon. The reactants were diluted in 8 mL THF, sealed, and heated to 50° C. overnight. The mixture was filtered through Celite rinsing with 200 mL EtOAc. The green solution was concentrated and adsorbed onto 5 g silica gel, and purified by ISCO, 0-20% EtOAc/hexanes to give 2-(5-benzylbenzofuran-2-yl)pyrimidine-5-carbaldehyde as a light yellow solid. MS (ESI) m/z: Calculated: 314.1; Observed: 315.1 (M++1).

Provenance & Evidence