title: Synthesis of novel tetrahydro-1H-pyrazolo[4,3-c]pyridines via intramolecular nitrilimine cycloaddition.
abstract: The preparation of novel tetrahydro-1H-pyrazolo[4,3-c]pyridines is reported. Pivotal to the synthesis of these compounds was the development of mild reaction conditions to generate a highly functionalized nitrilimine capable of undergoing an intramolecular cycloaddition with a tethered alkyne. The desired cycloadduct was formed as an equal mixture of diastereomers.
authors.affiliation: Department of Medicinal Chemistry, Élan Pharmaceuticals, 800 Gateway Boulevard, South San Francisco, CA 94080, USA.
authors.forename: Albert William
authors.initials: AW
authors.lastname: Garofalo
authors.forename: Jacek Jerzy
authors.initials: JJ
authors.lastname: Jagodzinski
authors.forename: Andrei William
authors.initials: AW
authors.lastname: Konradi
authors.forename: Raymond Anthony
authors.initials: RA
authors.lastname: Ng
authors.forename: Christopher Michael
authors.initials: CM
authors.lastname: Semko
authors.forename: Hing Leung
authors.initials: HL
authors.lastname: Sham
authors.forename: Minghua
authors.initials: M
authors.lastname: Sun
authors.forename: Xiaocong Michael
authors.initials: XM
authors.lastname: Ye
mesh_terms: D003500:Cyclization; D007097:Imines / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D013058:Mass Spectrometry; D008958:Models, Molecular; D009570:Nitriles / Q000737:chemistry*; D011725:Pyridines / Q000138:chemical synthesis*
chemical_list: D007097:Imines; D009570:Nitriles; D011725:Pyridines