The Journal of Organic Chemistry

Pteridines. 47. Preparation and chemistry of 2-amino-6-carbalkoxy-3-cyano-5-substituted pyrazine 1-oxides: synthesis of pterin-6-carboxaldehyde

EC Taylor, DJ Dumas

Index: Taylor, Edward C.; Dumas, Donald J. Journal of Organic Chemistry, 1980 , vol. 45, # 12 p. 2485 - 2489

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Citation Number: 17

Abstract

A new procedure for the synthesis of 2-amino-3-cyano-5-substituted pyrazines 9, useful intermediates for the synthesis of pteridines, is described. Oximation of@-keto esters 2 followed by reaction with aminomalononitrile provides 2-amino-6-carbalkoxy-3-cyano-5- substituted pyrazine 1-oxides 5. Protection of the amino group as its ((dimethy1amino) methylene) amino derivative 9 followed by SN~ decarbalkoxylation provides pyrazines 10 ...