2-Fluoro-5-(trifluoromethyl)phenyl isocyanate → 1-(6-fluoro-3-(trifluoromethyl)phenyl)-3-(3-(2-oxo-2,3-dihydro-1H-imidazo[4,5-b]pyridin-7-yloxy)phenyl)urea

Participants

Reaction Steps

Method G was used with 7-(3-aminophenoxy)-1H-imidazo[4,5-b]pyridin-2(3H)-one and 2-fluoro-5-trifluoromethyl-phenylisocyanate to afford the title compound (15 mg, 20%). 1H-NMR (DMSO), δ (ppm), J (Hz): 6.45 (d, 1H, HPyr, J=5.9), 6.79 (s, 1H, Harom5′, J=2.1, J=8.0), 7.20 (d, 1H, Harom 4 or 6, J=7.9), 7.21-7.41 (m, 3H, Harom 3′, Harom 2, Harom 6 or 4), 7.50 (t, 1H, Harom 5, J=10.7), 7.79 (d, 1H, HPyr), 8.55 (d, 1H, Harom 4′, J=7.2), 8.93 (s, 1H, NHurea), 9.38 (s, 1H, NHurea), 11.23 (s, 1H, NHim), 11.42 (s, 1H, NHim); MS-LC, Rf=7.64 min, (C20H13F4N5O3), m/z: 448.1 [M++1], 100.

Provenance & Evidence