title: A convenient synthesis of 4-alkyl-5-aminoisoxazoles.
abstract: [reaction: see text] A series of 4-alkyl-5-aminoisoxazoles have been synthesized in high yield by nucleophilic addition of lithiated alkyl nitriles to (alpha)-chlorooximes. The scope and limitations of this reaction were examined by varying the nature of the nitrile and chloride oxime.
authors.affiliation: Department of Medicinal Chemistry, Amgen Inc., 1 Amgen Center Drive, Thousand Oaks, California 91303, USA. bourbeau@amgen.com
authors.forename: Matthew P
authors.initials: MP
authors.lastname: Bourbeau
authors.forename: James T
authors.initials: JT
authors.lastname: Rider
mesh_terms: D000478:Alkylation; D000588:Amines / Q000138:chemical synthesis* / Q000737:chemistry; D002384:Catalysis; D020650:Combinatorial Chemistry Techniques; D007555:Isoxazoles / Q000138:chemical synthesis* / Q000737:chemistry; D009570:Nitriles / Q000737:chemistry*; D010091:Oximes
chemical_list: D000588:Amines; D007555:Isoxazoles; D009570:Nitriles; D010091:Oximes