Cyclopropylamine → HCID 86652728, compound

Participants

Reaction Steps

1-(3-Dimethylaminopropyl)-3-ethylcarboiimide hydrochloride (70 mg, 0.37 mmol) was added to a solution of N-[1-(4-trifluoromethoxybenzenesulfonyl)piperidin-4-yloxy]oxalamic acid (102 mg, 0.247 mmol) 1-hydroxybenzotriazole (36 mg, 0.27 mmol) and cyclopropylamine (0.042 ml, 0.61 mmol) in N,N-dimethylformamide (5 ml). The reaction mixture was stirred at room temperature for 16 hours and quenched with aqueous 1 N HCl solution (5 ml) and H2O (5 ml). The resulting precipitation was collected and washed with H2O and diethyl ether to give N1-cyclopropyl-N2-(1-(4-(trifluoromethoxy)phenylsulfonyl)piperidin-4-yloxy)oxalamide (48 mg, 43%) as a white solid: LCMS: 452 [M+1]+. 1H NMR (DMSO-d6) δ: 0.59 (m, 4H), 1.69 (m, 2H), 1.82 (m, 2H), 2.73 (m, 1H), 3.04 (m, 4H), 3.96 (m, 1H), 7.65 (d, 2H), 7.88 (d, 2H), 8.81 (d, 1H), 11.9 (s, 1H).

Provenance & Evidence