Water → HCID 178441174, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 2,2,2-trichloroethyl-3-(pyridin-3-yloxy)phenylcarbamate (0.040 g, 0.11 mmol), 5-amino-3-t-butylpyrazole (0.031 g, 0.22 mmol) and i-Pr2NEt (0.029 g, 0.22 mmol) in DMF (2 mL) was stirred at 100° C. overnight. Water (20 mL) was added and the mixture was extracted with EtOAc (3×100 mL), dried (MgSO4), concentrated and purified via column chromatography to yield 1-(3-t-butyl-1H-pyrazol-5-yl)-3-(3-(pyridin-3-yloxy)phenyl)urea (26 mg, 67% yield) of the desired product as a red-brown oil. 1H-NMR (400 MHz, CDCl3): δ 10.1 (brs, 1H), 8.40 (s, 1H), 8.35 (d, J=3.6 Hz, 1H), 8.02 (s, 1H), 7.35-7.28 (m, 4H), 6.71 (dt, J=6.4, and 2.2 Hz, 1H), 5.67 (brs, 1H), 1.32 (s, 9H), urea protons not visible; MS (EI) m/z: 352.3 (M+H+).

Provenance & Evidence