Regioselective synthesis of 2- and 5-trifluoromethyl-or 2- and 5-difluoromethylpyrazolo[1,5-c]pyrimidines based on 7,7,7-trifluoro-or 7,7-difluoro-2,4,6-trioxoheptanoic and 6-trifluoromethyl-or 6-difluoromethylcomanic acids

6-Tri- and 6-difluoromethylcomanic acids and their ethyl esters reacted with aminoguanidine, predominantly giving 5-R F -pyrazolo[1,5- c ]pyrimidines, whereas the reaction of the openchain synthetic equivalents, i.e. , ethyl 7,7,7-trifluoro- and 7,7-difluoro-2,4,6-trioxoheptanoates, with this polynu...

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Veröffentlicht in:Russian chemical bulletin 2012-08, Vol.61 (8), p.1596-1602
Hauptverfasser: Usachev, B. I., Obydennov, D. L., Sosnovskikh, V. Ya
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Sprache:eng
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Zusammenfassung:6-Tri- and 6-difluoromethylcomanic acids and their ethyl esters reacted with aminoguanidine, predominantly giving 5-R F -pyrazolo[1,5- c ]pyrimidines, whereas the reaction of the openchain synthetic equivalents, i.e. , ethyl 7,7,7-trifluoro- and 7,7-difluoro-2,4,6-trioxoheptanoates, with this polynucleophile allowed us to obtain regioselectively 2-R F -pyrazolo[1,5- c ]pyrimidines.
ISSN:1066-5285
1573-9171
DOI:10.1007/s11172-012-0212-5