title: Synthesis of [1,2,4]triazolo[4,3-alpha]piperazines via highly reactive chloromethyloxadiazoles.
abstract: [reaction: see text] A concise, modular approach for the synthesis of [1,2,4]triazolo[4,3-alpha]piperazines via condensation of highly reactive chloromethyloxadiazoles with ethylenediamines is described. NMR studies of this reaction provide evidence that suggests a novel activation mechanism for electron-deficient chloromethyloxadiazoles.
authors.affiliation: Department of Process Research, Merck Research Laboratories, P.O. Box 2000, Rahway, New Jersey 07065, USA.
authors.forename: Jaume
authors.initials: J
authors.lastname: Balsells
authors.forename: Lisa
authors.initials: L
authors.lastname: Dimichele
authors.forename: Jinchu
authors.initials: J
authors.lastname: Liu
authors.forename: Michele
authors.initials: M
authors.lastname: Kubryk
authors.forename: Karl
authors.initials: K
authors.lastname: Hansen
authors.forename: Joseph D
authors.initials: JD
authors.lastname: Armstrong
mesh_terms: D002384:Catalysis; D005029:Ethylenediamines / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D010069:Oxadiazoles / Q000737:chemistry*; D010084:Oxidation-Reduction; D010879:Piperazines / Q000138:chemical synthesis*; D013237:Stereoisomerism; D014230:Triazoles / Q000138:chemical synthesis*
chemical_list: D005029:Ethylenediamines; D010069:Oxadiazoles; D010879:Piperazines; D014230:Triazoles