Propylamine → HCID 86652729, compound

Participants

Reaction Steps

1,1′-Carbonyldiimidazole (194 mg, 1.20 mmol) was added to a solution of O-(1-(3-(trifluoromethyl)phenylsulfonyl)piperidin-4-yl)hydroxylamine (195 mg, 0.60 mmol) and triethylamine (121 mg, 1.20 mmol) in CH2Cl2 (5 ml) and stirred at room temperature for 17 hours. Propan-1-amine (35.0 mg, 0.60 mmol) was added to the reaction mixture and stirred at room temperature for another 17 hours. The resulting precipitaion was collected, washed with aqueous 1 N HCl solution (10 ml×3), aqueous NaHCO3 solution (10 ml×3), diethyl ether (10 ml×2) to give 1-propyl-3-(1-(3-(trifluoromethyl)phenylsulfonyl)piperidin-4-yloxy)urea (215 mg, 88%) as a white solid: LCMS: 410 [M+1]+. 1H NMR (DMSO-d6) δ: 0.77 (t, 3H), 1.37 (m, 2H), 1.73 (m, 2H), 1.88 (m, 2H), 2.87 (m, 4H), 3.17 (m, 2H), 3.61 (t, 1H), 6.63 (t, 1H), 7.90 (m, 2H), 8.08 (m, 2H), 8.79 (s, 1H).

Provenance & Evidence