Synthesis and structure of diamino derivatives of pyrano-[3,4-c]pyridines and 5,6,7,8-tetrahydroisoquinolines

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作者
Ervand G. Paronikyan
Shushanik Sh. Dashyan
Henrik A. Panosyan
Armen G. Ayvazyan
Rafael A. Tamazyan
机构
[1] National Academy of Sciences of the Republic of Armenia,A. L. Mndzhoyan Institute of Fine Organic Chemistry, Scientific Technological Center of Organic and Pharmaceutical Chemistry
[2] National Academy of Sciences of the Republic of Armenia,Molecular Structure Research Center, Scientific Technological Center of Organic and Pharmaceutical Chemistry
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pyrano[3,4-; ]pyridines; 5,6,7,8-tetrahydroisoquinolines; antimicrobial activity; NMR spectroscopy; Smiles rearrangement; X-ray structural analysis;
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摘要
A new and effective method was developed for obtaining diamino derivatives of pyrano[3,4-c]pyridines and 5,6,7,8-tetrahydro-isoquinolines 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.
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页码:804 / 811
页数:7
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