Synthesis and azannulation of pyridinylaminohexadienones.
4-(2-Pyridinylamino)-1,1,1-trifluoro-3-penten-2-ones 3, obtained from the reaction of commercially available 2-aminopyridine derivatives and 4-methoxy-1,1,1-trifluoro-3-penten-2-one 2, were converted to 6-(dimethylamino)-4-(2-pyridinylamino)-3,5-hexadien-2-ones 4 by treatment with dimethylformamide dimethyl acetal. Azannulation of hexadienones 4 afforded 4-(2-pyridinylamino)-2-trifluoromethylpyridines 5 and 2-(trifluoroacetylmethylene)pyrido[1,2-a]pyrimidines 6, classes of compounds particularly interesting from a chemical and biological point of view.
Cocco
M T
MT
Dipartimento di Tossicologia, Università degli Studi di Cagliari, Italy. tcocco@unica.it
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Onnis
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D009682:Magnetic Resonance Spectroscopy; D011725:Pyridines / Q000138:chemical synthesis* / Q000737:chemistry*
D011725:Pyridines