MTEP
3-[(2-甲基-1,3-噻唑-4-基)乙炔基]吡啶Chemical Name: 3-[2-(2-Methylthiazol-4-yl)ethynyl]pyridine
CAS No. 329205-68-7
项目整合开发状态: Preclinical
项目研究机构: Merck & Co. (Originator)
合成路线:Chloroacetyl chloride (I) is condensed with bis(trimethylsilyl)acetylene (II) in the presence of AlCl3 to provide 1-chloro-4-(trimethylsilyl)-3-butyn-2-one (III).Cyclization of chloro ketone (III) with thioacetamide (IV) affords the ethynylthiazole derivative (V).Finally,palladium-catalyzed coupling of (V) with 3-bromopyridine (VI) gives rise to the target diarylacetylene.
📌 参考资料/链接：
参考文献标题:Heterocyclic cpds.and methods of use thereof
文献作者:McDonald,I.A.; Munoz,B.; Vernier,J.-M.; Cosford,N.D.P.; Varney,M.A.; Hess,S.D.; Bleicher,L.S.; Cube,R.V.; Schweiger,E.J.(Merck & Co.,Inc.)
参考来源:JP 2003508390; WO 0116121
📄 详细内容
合成路线:Chloroacetyl chloride (I) is condensed with bis(trimethylsilyl)acetylene (II) in the presence of AlCl3 to provide 1-chloro-4-(trimethylsilyl)-3-butyn-2-one (III).Cyclization of chloro ketone (III) with thioacetamide (IV) affords the ethynylthiazole derivative (V).Finally,palladium-catalyzed coupling of (V) with 3-bromopyridine (VI) gives rise to the target diarylacetylene.
参考文献标题:3-[(2-Methyl-1,3-thiazol-4-yl)ethynyl]- pyridine: A potent and highly selective metabotropic glutamate subtype 5 receptor antagonist with anxiolytic activity
文献作者:Cosford,N.D.P.; Tehrani,L.; Roppe,J.; Schweiger,E.; Smith,N.D.; Anderson,J.; Bristow,L.; Brodkin,J..; Jiang,X.; McDonald,I.; Rao,S.; Washburn,M.; Varney,M.A.
参考来源:J Med Chem 2003,46(2),204
产品链接: CAS No. 329205-68-7››