The Journal of Organic Chemistry

Pteridines. 40. Some reactions of 2-amino-3-cyano-5-bromomethylpyrazine and 2-amino-3-cyano-5-methylpyrazine

EC Taylor, JL LaMattina

Index: Taylor,E.C.; LaMattina,J.L. Journal of Organic Chemistry, 1977 , vol. 42, p. 1523 - 1527

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Citation Number: 9

Abstract

The above observations do not allow a clear-cut interpretation of the mechanism of the reaction of 1 with nucleophiles. It is clear that anions of compounds with pK,> 19 (acetophenone, acetonitrile, dithiane) do not react successfully with 1, whereas anions derived from less basic substrates (pK,< 131, such as keto esters and malonates, give excellent yields of displacement products. However, it is not clear whether the ...