Sodium Carbonate → HCID 58762771, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 5-methyl-2-thiophene-boronic acid (1 g, 7.0 mmol), 1-bromo-3-fluoro-4-iodobenzene (1.77 g, 5.9 mmol), tetrakis(triphenylphosphine)palladium(0) (0.34 g, 0.3 mmol), 2M Na2CO3 (10 mL) in DME (10 mL) was heated to 75° C. under N2 for 15 h. The reaction mixture was partitioned between 1N HCl and EtOAc. The organic layer was washed with saturated NaHCO3, brine, dried over Na2SO4 and concentrated. The residue was purified by silica gel chromatography (hexanes) to give the title compound (1.2 g, 75%). 1H NMR (CDCl3): δ 2.52 (s, 3H), 6.76 (s, 1H), 7.25-7.32 (m, 3H), 7.43 (t, 1H, J=8.5 Hz).

Provenance & Evidence