E. G. Paronikyan, A. G. Ayvazyan, S. S. Mamyan, Sh. Sh. Dashyan, “New synthesis of 6,8-diamino-substituted pyrano[3,4-c]pyridines from related pyrano[3,4-c]pyridin-6-one”, Mendeleev Commun., 2024, Volume 34, Issue 1,Pages 129

Communications

New synthesis of 6,8-diamino-substituted pyrano[3,4-c]pyridines from related pyrano[3,4-c]pyridin-6-one

E. G. Paronikyan, A. G. Ayvazyan, S. S. Mamyan, Sh. Sh. Dashyan

Scientific Technological Center of Organic and Pharmaceutical Chemistry, National Academy of Sciences of the Republic of Armenia, Yerevan, Armenia

Abstract: The tosylation of 3,3-dimethyl-8-(morpholin-4-yl)-6-oxo-3,4,6,7-tetrahydro-1H-pyrano[3,4-c]pyridine-5-carbonitrile with TsCl occurs at the oxo group of the NH-lactam moiety. The subsequent nucleophilic displacement of O-tosylate by various amines affords the title compounds in good yields.

Keywords: pyrano[3,4-c]pyridines, p-toluenesulfonyl chloride, alkylation, regioselectivity, O-tosylate, amines.

Language: English

DOI: 10.1016/j.mencom.2024.01.039

	*Supplementary materials:*
		Supplementary_data_1.pdf	2.1 Mb