p-(Trifluoromethoxy)phenyl isocyanate → [4-(4-{5-[3-(4-Trifluoromethoxy-phenyl)-ureido]-pyridin-2-yl)-phenyl)-cyclohexyl]-acetic acid

참여 물질

반응 단계

To 150 mg (0.5 mmol) {4-[4-(5-Amino-pyridin-2-yl)-phenyl]-cyclohexyl}-acetic acid methyl ester in 5 mL DCM, 102 mg (0.5 mmol) 1-Isocyanato-4-trifluoromethoxy-benzene was added and the resulting mixture was stirred at room temperature over night. Dilution of reaction mixture with hexanes caused desired product to precipitate which was collected by filtration to afford [4-(4-{5-[3-(4-Trifluoromethoxy-phenyl)-ureido]-pyridin-2-yl}-phenyl)-cyclohexyl]-acetic acid methyl ester: M+1=528.2. 1H NMR (400 MHz, DMSO-D6) δ ppm 1.09-1.20 (m, 2H) 1.50 (td, J=112.63, 10.11 Hz, 2H) 1.80 (s, 3H) 1.83 (d, J=3.28 Hz, 2H) 2.25 (d, J=6.82 Hz, 2H) 2.51-2.54 (m, 1H) 3.61 (s, 3H) 7.31 (dd, J=8.72, 3.16 Hz, 4H) 7.55-7.61 (m, 2H) 7.86 (d, J=8.59 Hz, 1H) 7.94 (d, J=8.34 Hz, 2H) 8.02 (dd, J=8.72, 2.65 Hz, 1H) 8.66 (d, J=2.78 Hz, 1H) 8.99 (s, 1H) 9.05 (s, 1H).

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