Benzoyl chloride → N-(3-(2-oxo-2,3-dihydro-1H-imidazo[4,5-b]pyridin-7-yloxy)phenyl)benzamide

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Reaction Steps

Method H was used with 7-(3-aminophenoxy)-1H-imidazo[4,5-b]pyridin-2(3H)-one and benzoyl chloride to afford the title compound as an off-white solid (37 mg, 82%). 1H-NMR (□, ppm, DMSO-d6): 6.49 (d, 1H, HPy,5, J=6.0 Hz), 6.90 (d, 1H, Harom, J=8.0 Hz), 7.42 (ps t, 1H, Harom, J=8.0 Hz), 7.51-7.68 (m, 5H, Harom), 7.81 (d, 1H, HPy,6, J=6.0 Hz), 7.93 (d, 2H, Harom, J=7.5 Hz), 10.35 (s, 1H, NHamide), 11.20 (s, 1H, NHPy3), 11.40 (s, 1H, NHPy2). 13C-NMR (□, ppm, DMSO-d6): 106.56, 110.71, 114.34, 116.20, 127.64, 128.37, 129.32, 130.13, 131.69, 134.68, 140.88, 141.26, 144.65, 147.10, 154.19, 154.69, 165.72. HRMS (EI): m/z [M+H] calcd for C19H15N4O3: 347.1144; found: 347.1140.

Provenance & Evidence