4-Fluorophenyl isocyanate → HCID 44553790, compound

Participants

Reaction Steps

4-Fluorophenyl isocyanate (0.062 ml, 0.546 mmol) was added to a solution of O-(1-(1-(4-(trifluoromethoxy)phenyl)cyclopropyl)piperidin-4-yl)hydroxylamine (157 mg, 0.496 mmol) in tetrahydrofuran (5 ml) and the whole was stirred at room temperature for 12 hours. The reaction mixture was concentrated in vacuo and the residue was purified by column chromatography (ethyl acetate/hexane: 25/75 to 45/55) to give 1-(4-fluorophenyl)-3-(1-(1-(4-(trifluoromethoxy)phenyl)cyclopropyl)piperidin-4-yloxy)urea (221 mg, 98%) as a white solid: LCMS: 454 [M+1]+. 1H NMR (DMSO-d6) δ: 0.76 (s, 2H), 0.88 (s, 2H), 1.59 (m, 2H), 1.84 (m, 2H), 2.08 (m, 2H), 2.81 (m, 2H), 3.48 (m, 1H), 5.47 (s, 1H), 7.08 (m, 2H), 7.30 (m, 2H), 7.38 (m, 2H), 7.51 (m, 2H), 8.49 (s, 1H), 9.30 (s, 1H).

Provenance & Evidence