Reaction Steps
Method H was used with 7-(3-aminophenoxy)-1H-imidazo[4,5-b]pyridin-2(3H)-one and 3-fluoro-5-morpholinobenzoyl chloride to afford the title compound as a light brown solid (38 mg, 65%). 1H-NMR (δ, ppm, DMSO-d6): 3.22 (m, 4H, CH2N), 3.74 (m, 4H, CH2O), 6.48 (d, 1H, HPy,5, J=6.0 Hz), 6.91 (d, 1H, Harom, J=8.0 Hz), 6.98 (d, 1H, Harom, J=10.5 Hz), 7.11 (d, 1H, Harom, J=9.0 Hz), 7.26 (s, 1H, Harom,Ph′), 7.42 (ps t, 1H, Harom, J=8.5 Hz), 7.61-7.64 (m, 2H, Harom), 7.81 (d, 2H, HPy,6, J=6.0 Hz), 10.28 (s, 1H, NHamide), 11.19 (s, 1H, NHPy3), 11.38 (s, 1H, NHPy2). 13C-NMR (δ, ppm, DMSO-d6): 47.76, 65.85, 104.17, 104.41, 106.58, 109.73, 110.86, 113.75, 114.57, 116.35, 130.16, 137.05, 140.61, 141.35, 144.60, 147.15, 152.65, 154.21, 154.73, 162.98, 164.81. HRMS (EI): m/z [M+H] calcd for C23H21FN5O4: 450.1578; found: 450.1571.
