Synthesis of 1-(aryloxyalkyl)- 5-(arylamino)uracils
Abstract
In an attempt to obtain new non-nucleoside inhibitors of the reverse transcriptase HIV-1, we have carried out the synthesis of 1-(benzyloxymethyl)- and 1-[2-(4-R-phenoxy)ethyl]-5-(arylamino)uracils. Indirect alkylation of trimethylsilyl derivatives of 5-(arylamino)uracils with benzyl chloromethyl ether by the Gilbert-Jones method did not affect the exocyclic amino group and gave the corresponding 1-(benzyloxymethyl) derivatives in 58–74% yield. Alkylation of 5-(arylamino)uracils with 1-bromo-2-(4-R-phenoxy)ethane in anhydrous DMF in the presence of potassium carbonate gave a mixture of N1-mono- and N1,N1-disubstituted products with an overall yield of 46–55%.
How to Cite
Ozerov, A. A.; Novikov, M. S.; Brel', A. K.; Solodunova, G. N. Chem. Heterocycl. Compd. 1998, 34, 611. [Khim. Geterotsikl. Soedin. 1998, 34, 691.]
For this article in the English edition, see DOI https://doi.org/10.1007/BF02290947