85147-12-2Relevant academic research and scientific papers
An Alternate Synthesis of 6-Substituted-5-deazapteridines
DeGraw, Joseph I.,Tagawa, Hiroaki
, p. 1461 - 1463 (2007/10/02)
A procedure for synthesis of 2,4-diamino-6-substituted-5-deazapteridines (pyridopyrimidines) is described.Condensation of 1-piperidino-1-propene with ethoxymethylenemalononitrile afforded an enamino malononitrile adduct, which then treated with ammonia yielded 2-amino-3-cyano-5-methylpyridine.Cyclization to 2,4-diamino-6-methyl-5-diazapteridine could be effected with guanidine.Similar condensation of piperidinopropene with ethyl methoxymethylenecyanoacetate followed by cyclization with hydroxylamine gave 2-amino-3-carbethoxy-6-methylpyridine 1-oxide.Reduction with phosphorus trichloride afforded the pyridine base, however, attempts to cyclize the amino ester to 2-amino-4-hydroxy-6-methyl-5-deazapteridine were unsuccessful.
