1-Chloro-4-isocyanato-2-(trifluoromethyl) benzene → 1-(4-Chloro-3-(trifluoromethyl)phenyl)-3-(2-fluoro-4-(3-oxo-3,4-dihydro pyrido[2,3-b]pyrazin-8-yloxy)phenyl)urea

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Reaction Steps

Method F2 was used with 8-(4-amino-3-fluorophenoxy)pyrido[2,3-b]pyrazin-3(4H)-one and 3-trifluoromethyl-4-chloro-phenylisocyanate to afford the title compound, yield: 88%. 1H-NMR (DMSO-d6), δ (ppm), J (Hz): 6.67 ppm (d, 1H, J=5.5 Hz, HPy), 7.06 (d, 1H, Harom), 7.30 (d, 1H, Harom), 7.66 (m, 2H, Harom), 8.12 (m, 2H, Harom), 8.17 (s, 1H, Harom), 8.38 (d, J=5.5 Hz, HPy), 8.88 (s, 1H, NH), 9.92 (s, 1H, NH), 12.91 (br s, 1H, NHAr); 19F NMR (470 MHz, DMSO-d6): δ=−61.5, −124.2 ppm; LC-MS (m/z): 494.1 (M+H, 100), rt=5.24 min; HRMS (6.17 min): m/z calcd. for C21H13ClF4N6O3 [M+H+]: 494.06376. found: 494.06335.

Provenance & Evidence