89723-19-3Relevant articles and documents
Chemistry of Thienopyridines. XXX. Elaboration of the Substituent in 6-Cyanothienopyridine
Klemm, L. H.,Muchiri, Daniel R.
, p. 1717 - 1719 (2007/10/02)
Ten derivatives of thienopyridine bearing substituents at the 6-position are obtained from transformations which start with 6-cyanothienopyridine (2).Treatment of 2 with sodium alkoxide-alkanol gives imidates (3) in ca. 85percent yield.Methyl imidate 3a reacts, in turn, with ammonium chloride to produce a carboxamidine (84percent), with 1,ω-alkyldiamines to form cyclic amidines, and with Meldrum's acid to give an aminoester intermediate (4) (36percent).Various reagents then convert 4 into the acetyl derivative (86percent) (also obtained directly from 2), an unsaturated aminoester (6) (80percent), and a β-ketoester (7) (36percent).Spectral data are reported for zthese compounds.