反应详情

5-[3-(2-chloro-4-pyrimidinyl)imidazo[1,2-a]pyridin-2-yl]-N-(2,6-difluorophenyl)-2-(methyloxy)benzamide (Intermediate Example 2) (0.14 g, 0.28 mmol), 4-(1,4′-bipiperidin-1′-yl)-2-(methyloxy)aniline (Example 22, step C) (0.074 g, 0.25 mmol) and para-toluenesulfonic acid (0.12 g, 0.68 mmol) in iPrOH (5 mL) was heated at 180° C. for 10 min. The reaction was poured into half saturated NaHCO3, extracted with DCM and EtOAc, dried (MgSO4) and concentrated. Purification by flash chromatography followed by trituration with diethyl ether provided the title compound (0.099 g, 0.13 mmol, 53%). 1H NMR (400 MHz, DMSO-d6) δ ppm 1.36 (s, 3H), 1.46 (s, 4H), 1.49-1.58 (m, 2H), 1.77 (d, J=10.4 Hz, 2H), 2.29 (s, 3H), 2.62 (t, J=12.0 Hz, 2H), 3.72 (d, J=11.9 Hz, 3H), 3.77 (s, 3H), 3.97 (s, 3H), 6.41-6.52 (m, 2H), 6.64 (s, 1H), 6.93 (t, J=7.3 Hz, 1H), 7.16 (t, J=8.1 Hz, 2H), 7.26 (d, J=8.6 Hz, 1H), 7.32-7.43 (m, 3H), 7.67 (d, J=8.6 Hz, 1H), 7.75 (d, J=8.4 Hz, 1H), 8.08 (s, 1H), 8.13-8.21 (m, 1H), 8.42 (s, 1H), 9.34 (br. s., 1H), 9.76 (s, 1H). MS (M+H, ES+) 745.

1. extractionextracted with DCM and EtOAc
2. dry with materialdried (MgSO4)
3. concentrationconcentrated
4. customPurification by flash chromatography