1108611-69-3Relevant academic research and scientific papers
Synthesis of ethyl pyrimidine-4-carboxylates from unsymmetrical enamino diketones and their application in the first synthesis of pyrimido[4,5-d] pyridazin-8(7H)-ones
Rosa, Fernanda A.,Machado, Pablo,Fiss, Gabriela F.,Vargas, Pamela S.,Fernandes, Tanize S.,Bonacorso, Helio G.,Zanatta, Nilo,Martins, Marcos A. P.
, p. 3639 - 3648 (2008)
The reaction of unsymmetrical enamino diketones [RC(O)C(=CNMe 2)C(O)CO2Et, where R = Ph, 4-MeC6H4, 4-MeOC6H4, 4-BrC6H4, 4-ClC 6H4, 4-FC6H4, 4-O2NC 6H4, 2-thienyl, benzofuran-2-yl, and CF3] with N-C-N dinucleophiles, such as benzamidine hydrochloride or 1H-pyrazole-l- carboxamidine monohydrochloride, afforded a series of ethyl 2,5-disubstituted pyrimidine-4-carboxylates in a chemoselective and highly chemoselective manner (51-86%). Reaction of these two series of pyrimidines (R = Ph, 4-MeOC 6H4, 4-FC6H4, and 2-thienyl) with hydrazine monohydrate under mild conditions led to 2,5-substituted pyrimido[4,5-d]pyridazin-8(7H)-ones in high yields (81-92%). Georg Thieme Verlag Stuttgart · New York.
