118787-61-4Relevant academic research and scientific papers
Synthesis of pyrimidine derivatives via multicomponent reaction catalyzed by ferric chloride
Xian, Liang,Ma, Cui-Ting,Ouyang, Ying-Gen,Di, Jia-Qi,Zhang, Zhan-Hui
, (2020/07/06)
An eco-friendly and practical approach was developed for the synthesis of pyrimidine derivatives via a one-pot, three-component coupling reaction of commercially available aldehydes, alkynes, and indazole3/triazole catalyzed by ferric chloride with good to excellent yields. The advantages of this method include environmentally friendly catalyst, easily available materials, and ease of product isolation.
Direct (het)arylation of [1,2,4]triazolo[1,5-a]pyrimidines: Both eliminative and oxidative pathways
Rasputin, Nikolay A.,Demina, Nadezhda S.,Irgashev, Roman A.,Rusinov, Gennady L.,Chupakhin, Oleg N.,Charushin, Valery N.
, p. 5500 - 5508 (2017/08/21)
(Hetero)arylation of [1,2,4]triazolo[1,5-a]pyrimidine through the direct nucleophilic C[sbnd]H functionalization of the C-7 and C-5 positions has been implemented. The regioselective addition of a (het)aryl magnesium bromide to C-7 of 6-bromo-[1,2,4]triazolo[1,5-a]pyrimidine, followed by eliminative aromatization of the intermediate σH-adducts, has afforded 7-(hetero)aryl-substituted [1,2,4]triazolo[1,5-a]pyrimidines (the SNH reaction, proceeding according to the “addition-elimination” scheme). A second treatment with a Grignard reagent has resulted in the C-5 σH-adducts, which have been oxidized while being N-magnesium salts into [1,2,4]triazolo[1,5-a]pyrimidines, bearing various combinations of (hetero)aromatic substituents at C-5 and C-7 (the SNH process, realizing via the “addition-oxidation” scheme). As a result of optical and electrochemical studies, the obtained compounds have proved to be promising luminescent dyes and push-pull systems.
One-pot synthesis of highly functionalized pyrimido[1,2-b]indazoles via 6-endo-dig cyclization
Palaniraja, Jeyakannu,Roopan, Selvaraj Mohana,Rayalu, G. Mokesh
, p. 24610 - 24616 (2016/03/15)
An efficient synthesis of nitrogen ring junction pyrimido-indazoles has been developed. This is a metal catalyzed transformation that proceeds via A3 coupling reaction between 1H-indazol-3-amine, aromatic aldehydes and alkynes, which undergoes
NMR Properties of 5,7-Disubstituted Derivatives of 1,2,4-Triazolopyrimidines
Grodzicki, Antoni,Szlyk, Edward,Pazderski, Leszek,Golinski, Artur,Haasnoot, Jaap G.
, p. 725 - 727 (2007/10/03)
Some 5,7-disubstituted derivatives of 1,2,4-triazolopyrimidines with methyl, tert-butyl, phenyl and trifluoromethyl substituents were studied.The syntheses and 1H, 13C, 15N and 19F NMR and mass spectra are reported.Natural abundance 15N NMR spectra
CHEMICAL CONVERSIONS OF 5,7-DISUBSTITUTED DIHYDRO-1,2,4-TRIAZOLOPYRIMIDINES
Desenko, S. M.,Orlov, V. D.,Lipson, V. V.
, p. 1362 - 1366 (2007/10/02)
Hydrolysis, oxidation, reduction, alkylation, and nitrosation of aromatic-substituted dihydro-1,2,4-triazolopyrimidines have been studied.
Cyclocondensation of α,β-Unsaturated Ketones with 3-Amino-1,2,4-Triazole
Orlov, V. D.,Desenko, S. M.,Potekhin, K. A.,Struchkov, Yu. T.
, p. 192 - 196 (2007/10/02)
Dihydro-1,2,4-triazolopyrimidine derivatives were obtained by condensation of 3-amino-1,2,4-triazole with 1,3-diaryl-1-propen-3-ones.The structure of 5-phenyl-7-(4-methylphenyl)-4,7-dihydro-1,2,4-triazolopyrimidine was established by x-ray diffraction analysis.
