α-aminoazoles in synthesis of heterocycles: IV. Regiodirection of 3(5)-amino-5(3)-methylpyrazole reaction with hexafluoroacetylacetone
The reaction of 3(5)-amino-5(3)-methylpyrazole with hexafluoroacetylacetone depending on the process conditions led to the formation either of pyrazolo[1,5-a]pyrimidine or pyrazolo[3,4-b]-pyridine. By means of 2D NMR spectroscopy the structure was established of a stable intermediate product, 2-meth...
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Veröffentlicht in: | Russian journal of organic chemistry 2008, Vol.44 (2), p.263-269 |
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Format: | Artikel |
Sprache: | eng |
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Zusammenfassung: | The reaction of 3(5)-amino-5(3)-methylpyrazole with hexafluoroacetylacetone depending on the process conditions led to the formation either of pyrazolo[1,5-a]pyrimidine or pyrazolo[3,4-b]-pyridine. By means of 2D NMR spectroscopy the structure was established of a stable intermediate product, 2-methyl-5,7-bis(trifluoromethyl)-4,5,6,7-tetrahydropyrazolo[1,5-a]-pyrimidine-5,7-diol, whose dehydration yielded the above compounds. |
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ISSN: | 1070-4280 1608-3393 |
DOI: | 10.1134/S1070428008020139 |