Synthesis of 5,8-Diamino-Substituted Pyrano[4″,3″:4′,5′]pyrido[3′,2′:4,5]thieno[3,2-d]pyrimidines and Pyrimido[4′,5′:4,5]thieno[2,3-c]isoquinolines


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Abstract

Ethyl 1-amino-8,8-dimethyl-5-(piperidin-1-yl)-8,9-dihydro-6H-pyrano[4,3-d]thieno[2,3-b]pyridine-2-carboxylate and ethyl 1-amino-5-(piperidin-1-yl)-6,7,8,9-tetrahydrothieno[2,3-c]isoquinoline-2-carboxylate reacted with benzoyl isothiocyanate to give the corresponding 1-thioureido derivatives which underwent cyclization to 2,2-dimethyl-5-(piperidin-1-yl)-10-thioxo-1,4,10,11-tetrahydro-2H-pyrano[4″,3″:4′,5′]pyrido-[3′,2′:4,5]thieno[3,2-d]pyrimidin-8(9H)-one and 5-(piperidin-1-yl)-10-thioxo-1,2,3,4,10,11-hexahydropyrimido-[4′,5′:4,5]thieno[2,3-c]isoquinolin-8(9H)-one. The cyclization products were converted into 8-chloro derivatives, and the chlorine atom therein was replaced by various amines.

About the authors

E. G. Paronikyan

Mndzhoyan Institute of Fine Organic Chemistry, Scientific and Technological Center of Organic and Pharmaceutical Chemistry

Email: Shdashyan@gmail.com
Armenia, pr. Azatutyan 26, Yerevan, 0014

Sh. Sh. Dashyan

Mndzhoyan Institute of Fine Organic Chemistry, Scientific and Technological Center of Organic and Pharmaceutical Chemistry

Author for correspondence.
Email: Shdashyan@gmail.com
Armenia, pr. Azatutyan 26, Yerevan, 0014

N. S. Minasyan

Molecular Structure Research Center, Scientific and Technological Center of Organic and Pharmaceutical Chemistry

Email: Shdashyan@gmail.com
Armenia, pr. Azatutyan 26, Yerevan, 0014

G. M. Stepanyan

Mndzhoyan Institute of Fine Organic Chemistry, Scientific and Technological Center of Organic and Pharmaceutical Chemistry

Email: Shdashyan@gmail.com
Armenia, pr. Azatutyan 26, Yerevan, 0014

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