The compound of Example 3 (5.00 g), 3-iodotoluene (4.85 ml), copper(I) iodide (0.36 g), K3PO4 (7.90 g), and N,N-dimethylethanolamine (50 ml) were placed in a pre-dried 250 ml round-bottom flask fitted with a reflux condenser. The flask was sealed, then evacuated and back-filled with nitrogen three times. The white/pink suspension was stirred by the action of a magnetic stirring bar and heated to 80° C. The reaction developed into a brown suspension and then on to a brown solution. After 1.5 hours at this temperature the reaction was shown to be complete by hplc. The reaction was cooled to room temperature, quenched by the addition of 100 ml of water, and stirred for a further 1 h at room temperature. Filtration of the resultant suspension, washing with a further 100 ml of water, gave, after drying, a crude green/brown solid (6.78 g). The crude product (6.00 g) was recrystallised from 4 volumes of AcOH, washed with EtOAc (50 ml) and then dried under vacuum to give the title compound as a yellow solid (4.16 g). δH (DMSO-d6) 7.60-7.70 (3H m), 7.40 (2H m), 7.35 (1H, d, J 9.7 Hz), 7.25 (1H, m), 6.85-7.00 (3H, m), 6.50 (1H d, J 9.7 Hz), 6.40 (1H, s), 2.35 (3H, s). LCMS (ES+) RT 3.85 minutes, 358 (M+H)+.
