1,2-Dimethoxyethane → HCID 57732421, compound

Participants

Reaction Steps

A 20 mL microwave tube was charged with (2-fluoro-5-iodophenyl)(3-nitrophenyl)methanone (1.1 g), 4-pyridylboronic acid (730 mg), dichlorobis(triphenylphosphine)palladium(II) (420 mg), dimethoxyethane (8 mL), ethanol (4 mL) and a saturated solution of sodium carbonate (2 mL) then heated to 110° C. for 360 s using microwave irradiation. The reaction was concentrated to dryness and the residue was taken up in water then extracted with ethyl acetate. The organic extracts were combined and dried over magnesium sulfate. The drying salts were removed by filtration and the filtrate was concentrated. The residue was purified by silica gel chromatography to provide [2-fluoro-5-(4-pyridinyl)phenyl](3-nitrophenyl)methanone (540 mg) as a solid. H1 NMR (d6-dmso): 8.63 (d, 2H), 8.52 (dd, 1H), 8.48 (s, 1H), 8.21 (d, 1H), 8.15 (m, 1H), 8.06 (dd, 1H), 7.85 (dd, 1H), 7.74 (d, 2H), 7.58 (dd, 1H).

Provenance & Evidence