SYNTHESIS AND STRUCTURE OF DIAMINO DERIVATIVES OF PYRANO[3,4-c]PYRIDINES AND 5,6,7,8-TETRAHYDROISOQUINOLINES

Abstract

A new and effective method was developed for obtaining diamino derivatives of pyrano[3,4-c]pyridines and 5,6,7,8-tetrahydroisoquinolines from 3-cyanopyridin-2(1H)-ones by Smiles rearrangement of the respective oxyacetamides. The structures of the synthesized compounds were studied by NMR spectroscopy and X-ray diffraction analysis. The results of X-ray diffraction studies revealed the presence of intermolecular hydrogen bonds in 6-(benzylamino)-3,3-dimethyl-8-(pyrrolidin-1-yl)-3,4-dihydro-1H-pyrano[3,4-c]pyridine-5-carbonitrile. The obtained compounds were also tested for antimicrobial activity.

Authors: Ervand G. Paronikyan, Shushanik Sh. Dashyan*, Henrik A. Panosyan, Armen G. Ayvazyan, Rafael A. Tamazyan