Ay E.2024-07-222024-07-22202315257770http://akademikarsiv.cbu.edu.tr:4000/handle/123456789/12463In this study, it was reported that twelve nucleoside analogues were synthesized by click reactions. The reactions were carried out between the azide derivatives of D-glucopyranose, D-galactopyranose, D-ribofuranose and 2-propargylamino pyrimidine derivatives (5 and 7) that are synthesized via a different route for the first time. In the first step, N-propargyl guanidine was obtained with the reaction of 1H-pyrazole-1-carboxamidine hydrochloride and propargyl amine, then condensation of N-propargyl guanidine and β-diketone (4 and 6) resulted in 2-propargylamino pyrimidines (5 and 7) for the first time in good yields (85%). Finally, click reactions were performed with azidosugars (8a-8f) and 2-propargylamino pyrimidine derivatives and produced twelve new nucleoside analogues in good yields. (9a-9f, 10a-10f, 65-73% yields). The chemical structures of the new derivatives were elucidated spectroscopic techniques, such as FT-IR, 1H NMR, 19F NMR, 13C NMR and TOF-ESI-MS. © 2022 Taylor & Francis Group, LLC.EnglishMagnetic Resonance SpectroscopyNucleosidesPyrimidinesSpectroscopy, Fourier Transform Infrared1,2,3 triazole derivative2 [1' (2'',3'',4'',6'' tetra o acetyl beta d glucopyranosyl)1'h1',2',3' triazol 4' yl)] 2 n methyl 4',6' dimethyl]pyrimidine2 [1' beta d glucopyranosyl)1'h 1',2',3' triazol 4' yl)] 2 n methyl 4',6' dimethyl]pyrimidine2 [[1' (2'',3'',4'',6'' tetra o acetyl beta d galactopyranosyl)1'h 1',2',3' triazol 4' yl] 2 n methyl 4' trifluoromethyl 6' methyl]pyrimidine2 [[1' (2'',3'',4'',6'' tetra o acetyl beta d glucopyranosyl)1'h 1',2',3' triazol 4' yl] 2 n methyl 4' trifluoromethyl 6' methyl]pyrimidine2 [[1' (2'',3'',5'' tri o acetyl beta d ribofuranosyl)1'h 1',2',3' triazol 4' yl] 2 n methyl 4' trifluoromeythyl 6' methyl]pyrimidine2 [[1' (2'',3'',5'' tri o acetyl beta d ribofuranosyl)1'h 1',2',3' triazol 4' yl] 2 n methyl 4',6' dimethyl]pyrimidine2 [[1' (beta d galactopyranosyl) 1'h 1',2',3' triazol 4' yl] 2 n methyl 4',6' dimethyl]pyrimidine2 [[1' (beta d galactopyranosyl)1'h 1',2',3' triazol 4' yl] 2 n methyl 4' trifluoromethyl 6' methyl]pyrimidine2 [[1' (beta d glucopyranosyl)1'h 1',2',3' triazol 4' yl] 2 n methyl 4' trifluoromethyl 6' methyl]pyrimidine2 [[1' (beta d ribofuranosyl)1'h 1',2',3' triazol 4' yl] 2 n methyl 4' trifluoromethyl 6' methyl]pyrimidine2 [[1' (beta d ribofuranosyl)1'h 1',2',3' triazol 4' yl] 2 n methyl 4',6' dimethyl]pyrimidine2 [[1' /92'',3'',4'',6'' tetra o acetyl beta d galactopyranosyl) 1'h1',2',3' triazol 4' yl] 2 n methyl 4',6' dimethyl]pyrimidinechloridediketonenucleoside analogpyrimidine derivativeunclassified drugnucleosidepyrimidine derivativeArticlecarbon nuclear magnetic resonanceclick chemistrycontrolled studydrug synthesisfluorine nuclear magnetic resonanceFourier transform infrared spectroscopyproton nuclear magnetic resonancetime of flight mass spectrometrychemistryinfrared spectroscopynuclear magnetic resonance spectroscopyArticle10.1080/15257770.2022.2118317