95064-63-4Relevant academic research and scientific papers
Antinociceptive pyrimidine derivatives: Aqueous multicomponent microwave assisted synthesis
Xavier, Augusto L.,Simas, Alfredo M.,Falc?o, Emerson P. Da S.,Dos Anjos, Janaína V.
supporting information, p. 3462 - 3465 (2013/06/27)
Pyrimidines and their oxo-derivatives are well researched due to their anti-inflammatory, analgesic, antimicrobial, antiviral, and interferon inducing activities. New pyrimidine derivatives are therefore frequently synthesized to build up small molecule libraries for the discovery of drug candidates. Synthesis of 2,6-diaryl-4-(3H)-pyrimidinones and 2,6-diaryl-4-aminopyrimidines is traditionally a 2-day laboratory effort carried out in two steps, always using ethanol as solvent, and triethylamine as base. In this Letter, we advance a one-step alternative synthetic method with a 40 min reaction time using a microwave reactor in an aqueous media with potassium carbonate as base. The average yields were also somewhat improved. This new method thus emerges as more eco-friendly, not only because it does not employ triethylamine as base, but also due to a much reduced usage of organic solvents, leading to less harmful residues. Using this method, we synthesized twenty pyrimidine derivatives with antinociceptive activities in satisfactory chemical yields.
Synthesis of 2,4-Dioxo-,2-Oxo-4-thio-,4-Oxo-, and 4-Thioxo-pyrimidine-5-carbonitriles
Cuadrado, Francisco J.,Perez, Miguel A.,Soto, Jose L.
, p. 2447 - 2450 (2007/10/02)
Methyl N-methoxycarbonylimidates (1)-(4) cyclized readily with 2-cyanoacetamide (5) or 2-cyanoethanethioamide (6) to 2,4-dioxopyrimidine-5-carbonitriles (7)-(10) or 2-oxo-4-thioxopyrimidine-5-carbonitriles (11) and (12).In analogous reactions with alkyl N-acylimidates (15)-(19) 4-oxopyrimidine-5-carbonitriles (20)-(23) or 4-thioxopyrimidine-5-carbonitrile (24) were obtained.Representatives of 4-thioxopyrimidine-5-carbonitriles (11), (24) were methylated to 4-methylthiopyrimidine-5-carbonitriles (13) and (25) or cyclized with methyl chloroacetate to give methyl thienopyrimidine-6-carboxylates (14) and (26)
