Reaction Steps
To 3-[3-(2-chloro-4-pyrimidinyl)imidazo[1,2-a]pyridin-2-yl]-N-(2,6-difluorophenyl)-benzamide (Intermediate Example 1) (0.12 g, 0.25 mmol) and 4-(1,4′-bipiperidin-1′-yl)-2-[(2-methylpropyl)oxy]aniline (0.081 g, 0.24 mmol) in anhydrous iPrOH (3 mL) was added HCl (2 drops, 37% weight in H2O). The reaction was heated at 170° C. for 33 min in the microwave. The reaction mixture was poured into half saturated NaCO3, extracted with DCM and EtOAc, dried (MgSO4) and concentrated. Purification by flash chromatography followed by prep-HPLC provided the title compound (0.07 g, 0.09 mmol, 36%). 1H NMR (400 MHz, DMSO-d6) δ ppm 0.78 (d, J=6.6 Hz, 6H), 1.33-1.42 (m, 2H), 1.47 (s, 3H), 1.54 (d, J=11.7 Hz, 3H), 1.72-1.82 (m, 2H), 1.82-1.93 (m, 2H), 2.31 (s, 2H), 2.45 (s, 3H), 2.58-2.69 (m, 2H), 3.75 (d, J=6.2 Hz, 3H), 6.41-6.50 (m, 2H), 6.66 (s, 1H), 6.87-6.98 (m, 1H), 7.20 (t, J=8.2 Hz, 2H), 7.29 (d, J=10.6 Hz, 1H), 7.35-7.47 (m, 2H), 7.59 (t, J=7.9 Hz, 1H), 7.71 (d, J=9.2 Hz, 1H), 7.79 (d, J=7.7 Hz, 1H), 8.04 (d, J=8.1 Hz, 1H), 8.20 (d, J=5.1 Hz, 1H), 8.32 (s, 1H), 8.43 (s, 1H), 9.31 (d, J=9.9 Hz, 1H), 10.23 (s, 1H). MS (M+H, ES+) 757.
