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1 2007

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The Attempts of the Cyano Group Reduction in 1-Cyanoethyl 5-Substituted Uracil Derivatives

Boncel S., Walczak K.

Polish Journal of Chemistry

2007

Vol. 81, nr 12

2151-2156

A variety of reductants for the reduction of 1-cyanoethyl-5-substituted uracil derivatives has been examined. Commonly used reductants, borane dimethyl sulphide complex, ammonium formate and sodium borohydride were applied. For the most investigated 5-substituted uracil derivatives the reduction with sodium borohydride has shown the highest effifiency when nickel(II) chloride as a catalyst has been applied. The reactions were performed in methanol at decreased temperature in the presence of di-tert-butyl carbonate as a "trapping" agent. The Boc-protected 1-(3-aminopropyl)pyrimidine- 2,4(1H,3H)- diones were synthesized in moderate to high yields.