Abstract
The title compound 6-(4-amino-1-methyl-2-(methylthio)-6-oxo-1,6-dihydro-pyrimidin-5-yl)-3,6-dimethyl-2-(methylthio)-6,7-dihydro-3H-pyrrolo[2,3-d]pyrimidine-4,5- dione was synthesized in 60% yield by a microwave-induced cyclocondensation reaction of aminopyrimidine with pyruvic acid in the presence of cerium ammonium nitrate (CAN) as catalyst.
Highlights
Nitrogen heterocycles have received a great deal of attention in the literature as a result of their role as pharmacophores of great historical significance
The synthesis of pyrrolopyrimidines is of high interest in medicinal chemistry, because some of them possess biological and pharmacological activities, such as anti-leukemia [20], tyrosine kinase inhibitors [20,21,22,23], anti-HIV-1 [24], antibiotic [25], antiangiogenic and antitumor properties [20]
In continuation of our previous studies of the synthesis of heterocyclic compounds from heterocyclic amines [30,31,32,33,34,35,36], in this work a novel pyrrolo[2,3-d]pyrimidine synthesis was performed, where the target compound was obtained by the reaction between the aminopyrimidine and pyruvic acid using a microwave irradiation and cerium ammonium nitrate (CAN) as catalyst
Summary
Nitrogen heterocycles have received a great deal of attention in the literature as a result of their role as pharmacophores of great historical significance. The structural diversity and biological importance of pyrimidines have made them attractive synthesis targets for many years. Substituted pyrimidines, with amino groups at the 2 and 4 positions, are known pharmacophores in several structure-based drug design approaches in medicinal chemistry [5,6,7].
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