Triethylamine → HCID 18357154, compound

Participants

Reaction Steps

4-(5-Cyano,2-pyridinoxy)piperidine (337 mg) and 4-chloropyridine hydrochloride (284 mg) were dissolved in water (10 mL) and treated with triethylamine (0.47 mL) in isopropanol (1 mL) and refluxed for 24 hours. The reaction was quenched by evaporation of the solvent. The residue was dissolved in dichloromethane and washed with aqueous sodium hydrogen carbonate solution, water, brine, dried (MgSO4) and evaporated. The residue was triturated with diethyl ether to give 1-(4-pyridyl),4-(5-cyano,2-pyridinyloxy)piperidine (50 mg) as a pale cream crystalline solid; microanalysis, found: C, 66.4; H, 5.6; N, 19.0%; C16H16N3O0.5.H2O requires: C, 66.4; H, 5.9; N, 19.4%; NMR: (CDCl3) 1.90 (m,2H), 2.10 (m,2H), 3.32 (m,2H), 3.67 (m,2H), 5.37 (m,1H), 6.68 (d,2H), 6.80 (d,1H), 7.78 (dd,1H), 8.28 (d,2H), 8.47 (d,1H): MS: m/z 281 (MH)+.

Provenance & Evidence