title: An easy access to 7-methyl-2-naphthalenecarbonitrile.
abstract: A practical and cost-effective procedure has been developed for the synthesis of 7-methyl-2-naphthalenecarbonitrile, the precursor of the anticoagulant agents YM-60828 or YM-96765. This new route generates the key intermediate in only two steps from readily available 3-cyanopropionaldehyde dimethyl acetal and m-tolualdehyde, without requiring chromatographic purification. The synthesis involves condensation of the cyano derivative with the aldehyde and subsequent cyclodehydration.
authors.affiliation: Institute for Drug Discovery Research, Yamanouchi Pharmaceutical Co. Ltd., Ibaraki. koshio@yamanouchi.co.jp
authors.forename: Hiroyuki
authors.initials: H
authors.lastname: Koshio
authors.forename: Tsukasa
authors.initials: T
authors.lastname: Ishihara
authors.forename: Hiroyoshi
authors.initials: H
authors.lastname: Yamada
authors.forename: Fukushi
authors.initials: F
authors.lastname: Hirayama
authors.forename: Yuzo
authors.initials: Y
authors.lastname: Matsumoto
authors.forename: Isao
authors.initials: I
authors.lastname: Yanagisawa
mesh_terms: D000925:Anticoagulants / Q000138:chemical synthesis*; D001547:Benzaldehydes; D002855:Chromatography, Thin Layer; D006571:Heterocyclic Compounds / Q000138:chemical synthesis; D009682:Magnetic Resonance Spectroscopy; D009281:Naphthalenes / Q000138:chemical synthesis*; D009570:Nitriles / Q000138:chemical synthesis*; D010880:Piperidines / Q000138:chemical synthesis; D013056:Spectrophotometry, Ultraviolet
chemical_list: C502177:7-methyl-2-naphthalenecarbonitrile; D000925:Anticoagulants; D001547:Benzaldehydes; D006571:Heterocyclic Compounds; D009281:Naphthalenes; D009570:Nitriles; D010880:Piperidines; C111032:YM 60828; C502178:YM-96765