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Synthesis 2010(11): 1781-1792  
DOI: 10.1055/s-0029-1219760
PAPER
© Georg Thieme Verlag Stuttgart ˙ New York

Regioselective Reaction of Ethyl 5-Acetyl-3,4-dihydropyridine-1(2H)-carboxylate with Hydrazines: A Facile Approach to New Pyrazole Derivatives

Nazar B. Maximova,b, Pavel K. Mykhailiuk*a,b, Sergey M. Golovacha, Anton V. Tverdokhlebova,b, Zoya V. Voitenkob, Andrey A. Tolmacheva,b
a Enamine Ltd., Alexandra Matrosova Street 23, Kiev 01103, Ukraine
b Department of Chemistry, Kiev National Taras Shevchenko University, Volodymyrska Street 64, Kiev 01033, Ukraine
Fax: +380(44)2351273; e-Mail: Pashamk@gmx.de;
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Publication History

Received 26 February 2010
Publication Date:
06 April 2010 (online)

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Abstract

The reaction of ethyl 5-acetyl-3,4-dihydropyridine-1(2H)-carboxylate with diverse aliphatic as well as aromatic monosubstituted hydrazines resulted in the regioselective formation of N-substituted 3-methylpyrazoles.

Key words

pyrazole - hydrazine - tetrahydropyridine - regioselectivity

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