title: Expedient synthesis of α-heteroaryl piperidines using a Pd-catalyzed Suzuki cross-coupling-reduction sequence.
abstract: A method for the modular synthesis of α-heteroaryl piperidines is reported. The two-step procedure consists of an initial Pd-catalyzed Suzuki cross-coupling of the heteroaryl bromide with a boronate ester derived from N-Boc piperidone, followed by subsequent tetrahydropyridine reduction. Using this method, α-heteroaryl piperidine products featuring a broad range of pharmaceutically relevant azine and diazine substitutions have been prepared.
authors.affiliation: Pfizer Worldwide Medicinal Chemistry, Eastern Point Road, Groton, Connecticut 06340, United States.
authors.forename: Kevin D
authors.initials: KD
authors.lastname: Hesp
authors.forename: Dilinie P
authors.initials: DP
authors.lastname: Fernando
authors.forename: Wenhua
authors.initials: W
authors.lastname: Jiao
authors.forename: Allyn T
authors.initials: AT
authors.lastname: Londregan
mesh_terms: D001897:Boronic Acids / Q000737:chemistry; D002384:Catalysis; D004952:Esters; D006571:Heterocyclic Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D006842:Hydrocarbons, Brominated / Q000737:chemistry*; D015394:Molecular Structure; D010165:Palladium / Q000737:chemistry*; D010880:Piperidines / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: D001897:Boronic Acids; D004952:Esters; D006571:Heterocyclic Compounds; D006842:Hydrocarbons, Brominated; D010880:Piperidines; D010165:Palladium