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Synthesis of novel 6-enaminopurines
Carvalho, M. Alice; Zaki, M.; Proença, M. Fernanda R. P.; Booth, Brian L.; Álvares, YolandaTwo different approaches have been used for the synthesis of 6-enaminopurines 6 from 5-amino-4-cyanoformimidoyl imidazoles 1. In the first approach imidazoles 1 were reacted with ethoxymethylenemalononitrile or ethoxymethylenecyanoacetate under mild experimental conditions and this led to 9-substituted-6-(1-amino-2,2-dicyanovinyl) purines 6a-f or 9-substituted-6-(1-amino-2-cyano-2-methoxycarbonylvinyl) purines ...
Efficient conversion of 6-cyanopurines into 6-alkoxyformimidoyl purines
Carvalho, M. Alice; Esteves, Teresa M.; Proença, M. Fernanda R. P.; Booth, Brian L.An extremely simple method for the selective synthesis of 9-aryl and 9-alkyl 6-alkoxy or 6-alkoxyformimidoyl purines from the corresponding 6-cyanopurines is described. The reaction is carried out with methanol or ethanol in the presence of DBU. At room temperature, nucleophilic attack by the primary alcohol occurs selectively on the cyano carbon atom, leading to 6-alkoxyformimidoyl purines in good yields. Heat...
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