71874-15-2Relevant academic research and scientific papers
Purines, Pyrimidines, and Imidazoles. Part 54. Interconversion of Some Intermediates in the de novo Biosynthesis of Purine Nucleotides
Cusack, Noel J.,Shaw, Gordon,Logemann, Fatma I.
, p. 2316 - 2321 (1980)
Ethyl and benzyl 5-amino-1-(2-pyridyl)imidazole-4-carboxylates, obtained from ethyl or benzyl α-amino-α-cyanoacetate, respectively, and ethyl formimidate hydrochloride followed by 2-aminopyridine, were converted into 5-amino-1-(2-pyridyl)imidazole-4-carboxylic acid which was decarboxylated in situ to 5-amino-1-(2-pyridyl)imidazole.Reaction of 2-N-formylamino-N-(2-pyridyl)acetamide with ammonia and ammonium chloride gave 5-aminoimidazole and a similar reaction with the nucleotide 2-N-formylglicineamide ribotide similarly gave evidence for aminoimidazole formation. 4-Cyano-5- imidazolone, prepared by reaction of 2-cyano-N-formylacetamide with nitrous acid and reduction of the hydroxyimino derivative so produced, with ammonia and ammonium sulphite at 100 deg C, gave 5-aminoimidazole-4-carboxamide.Implications of the reactions involved are discussed.
