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

doi:10.1055/s-0029-1219760

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Synthesis 2010(11): 1781-1792
DOI: 10.1055/s-0029-1219760

PAPER

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

Nazar B. Maximov^a,b, Pavel K. Mykhailiuk*^a,b, Sergey M. Golovach^a, Anton V. Tverdokhlebov^a,b, Zoya V. Voitenko^b, Andrey A. Tolmachev^a,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 (eFirst)

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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