p-(Trifluoromethoxy)phenyl isocyanate → HCID 72204617, compound

Participants

Reaction Steps

To a solution of the crude N-[3-(1,3-thiazol-2-yl)benzyl]but-3-yn-2-amine (25 mg, 0.10 mmol) in 1 mL CH2Cl2 was added 1-isocyanato-4-(trifluoromethoxy)benzene (31 mg, 0.16 mmol). The reaction was allowed to stir at ambient temperature for 5 min, concentrated, and purified on a Waters reverse phase preparatory instrument to give 1-(1-methylprop-2-yn-1-yl)-1-[3-(1,3-thiazol-2-yl)benzyl]-3-[4-(trifluoromethoxy)phenyl]urea. 1H NMR (399 MHz, CD3 OD): δ 7.96 (s, 1 H); 7.84 (d, J=10.5 Hz, 2 H); 7.60 (d, J=3.5 Hz, 1 H); 7.47 (d, J=4.9 Hz, 2H); 7.38 (d, J=8.8 Hz, 2 H); 7.14 (d, J=8.6 Hz, 2 H); 5.39 (d, J=7.7 Hz, 1 H); 4.94-4.76 (m, 2 H) 2.83-2.81 (m, 1 H); 1.42 (d, J=7.1 Hz, 3 H). LCMS [M+H]+=446.2.

Provenance & Evidence