Friedländer synthesis of the food carcinogen 2-amino-1-methyl-6-phenylimidazo[4,5-b]pyridine.
2-Amino-1-methyl-6-phenylimidazo[4,5-b]pyridine has been prepared in 26% yield from 3-amino-2-phenylpropenal and creatinine which were heated with N,O-bis(trimethylsilyl)acetamide at 120 degrees C for 2 h. Under certain other conditions, the main product was a pyrimidine derivative.
Lindström
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Department of Chemistry, Swedish University of Agricultural Sciences, Uppsala.
D002273:Carcinogens / Q000138:chemical synthesis*; D005036:Ethylmorphine / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000737:chemistry; D005502:Food; D005965:Glucuronates / Q000138:chemical synthesis* / Q000737:chemistry; D006358:Hot Temperature; D007093:Imidazoles / Q000138:chemical synthesis*; D015394:Molecular Structure
D002273:Carcinogens; D005965:Glucuronates; D007093:Imidazoles; C093825:ethylmorphine-6-glucuronide; C049584:2-amino-1-methyl-6-phenylimidazo(4,5-b)pyridine; D005036:Ethylmorphine