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Paper | Regular issue | Vol 45, No. 12, 1997, pp.2385-2393
Published online, 1st January, 1970
DOI: 10.3987/COM-97-7953
Pyridazines, 85. On the Regioselectivity of Attack of O-Nucleophiles at 4-Substituted 3,6-Dichloropyridazines

Gottfried Heinisch, Barbara Matuszczak,* and Jens C. Wilke

*Institute of Pharmaceutical Chemistry, University of Innsbruck, Innrain 52a, A-6020 Innsbruck, Austria

Abstract

The influence of reaction parameters on the regioselectivity of substitution of a chloro function in 3,6-dichloro-N-methyl-N-phenylpyridazine-4-carboxamide by an alkoxy group was studied. It is shown that by choosing appropriate conditions, the attack of the nucleophile can be directed either to C-3 or C-6, thus providing convenient access to both series of alkoxychloropyridazines and their dehalogenated congeners.