Treatment of β-enaminone 4 with 2-hydrazinopyridine gives a regiospecific formation N-substituted pyrazole 6. Enaminone 4 was prepared for the first time by reacting enone 3 with sodium azide in acidic medium. The structural assignment of 2, 3, 4, 5 and 6 is based upon 1H, 13C NMR spectroscopy, mass spectrometry and X-ray structural analyses.
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Auhmani et al. (2002) studied this question.
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