%0 Journal Article
%T Synthesis and Properties of Partially Hydrogenated Ethyl ([3,4']Bipyridin-6'-ylsulfanyl) Acetates
%A A. Krauze
%A Z. And ¨¡ns
%A G. Duburs
%J Latvian Journal of Chemistry
%D 2010
%I 
%R 10.2478/v10161-010-0002-z
%X Ethyl 2'-hydroxy-1',2',3',4'-tetrahydro[3,4']bipyridine-3'-carboxylate 3 and the corresponding ethyl 1',4'-dihydro[3,4']bipyridine-3'-carboxylate 4 as potential cardiovascular agents have been prepared by alkylation of 2'-hydroxy-1',2',3',4'-tetrahydro[3,4']bipyridine-6'-thiolate 1 or betaine 2 with ethyl bromoacetate. The treatment of [3,4']bipyridine 4 with KOH/H2O gave diethyl 3-amino-4-(pyridin-3-yl)-4,7-dihydrothieno[2,3-b]-pyridine-2,5-dicarboxylate 5, but subsequent treatment of the remaining reaction mixture with acetic acid excess gave ethyl 3-oxo-7-(pyridin-3-yl)-2,3-dihydro-7H-thiazolo[3,2-a]pyridine-6-carboxylate 7 - the product of intramolecular acylation. Compounds 4, 5 and 7 have been prepared using the one-pot synthesis method. Alkylation of [3,4']bipyridine 4 with iodomethane gave 1',4'-dihydro[3,4'] bipyridin-1-ium iodide 8.
%K [3
%K 4']bipyridine
%K piperidinium pyridine-6-thiolate
%K 7H-thiazolo[3
%K 2-a]pyridine
%K thieno[2
%K 3-b]pyridine
%K [3
%K 4']bipyridin-1-ium iodide
%U http://versita.metapress.com/content/7l6827681l216088/?p=e2cc29d2bc374975a93f28996934d652&pi=1