Example 50
In a dry microwave tube, Compound 36-4 (500 mg), Compound 55-1 (564 mg), sodium carbonate (2M, 800 μL, an aqueous solution), 1,2-dichloroethane (7 mL), and water (3 mL) were added. After nitrogen purge, dichlorobis(triphenylphosphine)palladium (67 mg) was added, and the resulting mixture reacted at 140° C. for 10 min. The reaction mixture was concentrated, and the residue obtained from the concentration was purified successively by a preparative TLC plate and preparative HPLC method to obtain Compound 51. 1H NMR (400 MHz, CDCl3) δ ppm 8.28 (s, 2H), 8.08 (s, 1H), 8.03 (d, J=8.16 Hz, 1H), 7.99 (s, 1H), 7.86 (d, J=8.16 Hz, 1H), 7.51-7.55 (m, 1H), 3.23 (q, J=7.50 Hz, 2H), 1.69 (s, 6H), 1.51 (t, J=7.72 Hz, 3H). LCMS (ESI) m/z: 554 (M+1).