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The Silyl Method for the Synthesis of 1[-2(Phenoxy)ethyl]uracils
Authors:M S Novikov  A A Ozerov
Institution:(1) Pharmacological Research Institute, Volgograd State Medicinal University, Volgograd, 400131, Russia
Abstract:A modification of the method for the synthesis of N(1)-substituted derivatives of uracil is proposed using the Gilbert-Johnson reaction, which consists of the alkylation of 5-substituted 2,4-bis(trimethylsiloxy)pyrimidines with 1-bromo-2-(phenoxy)ethanes of low reactivity at 180-185° without solvent. The corresponding 1-2-(phenoxy)ethyl]uracils, which were obtained in 55-74% yield, contained no impurities of the N(1), N(3)-disubstituted compounds. __________ Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 7, 1071–1075, July, 2005. cf E. Ya. Lukevics and A. E. Zablotskaya. The Silyl Method for the Synthesis of Nucleosides in Russian], Zinatne, Riga, 1985, 440 p. (Editor's note).
Keywords:2  4-bis(trimethylsiloxy)pyrimidine  1-bromo-2-(phenoxy)ethane  N(1)-alkylation  the Gilbert-Johnson reaction
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