Sodium Carbonate → HCID 86699136, compound

Participants

Reaction Conditions

Reaction Steps

A solution of 4-bromo-2-nitroaniline (1.92 g, 8.85 mmol) and 4-cyanophenylboronic acid (1.3 g, 8.85 mmol) in toluene/EtOH/water (3/1/1.5, 40 mL) was degassed thoroughly before the addition of Na2CO3 (2.8 g, 26.55 mmol) and Pd(PPh3)4 (511 mg, 0.44 mmol). The reaction was heated to 100° C. for 5 hours. After cooling the reaction was filtered through celite, washing through with EtOAc (3×20 mL). The filtrate was washed with water (2×30 mL), dried over Na2SO4 and concentrated in vacuo. The residue was purified using silica gel column chromatography eluting with 2-3% MeOH in DCM to afford the title compound as a yellow solid (1.8 g, 85%).

Provenance & Evidence