New thienopyridine derivatives were synthesized by the reaction of 4-(methylsulfanyl)-6,7dihydrothieno [3,2-c]pyridine (5) with amino acids. The use of β-amino acids led to thienopyridopyrimidone derivatives (9a-g). Using α-amino acids, such as glycine and racemic alanine under the same reaction conditions, compounds with two thienopyridine units were obtained. The structure of the novel compounds was confirmed by IR, 13 C, and 1 H NMR spectroscopy, as well as mass spectrometry, along with single crystal X-ray analysis. C 2013 Wiley Periodicals, Inc. Heteroatom Chem 24:124-130, 2013; View this article online at wileyonlinelibrary.com.