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Paper | Special issue | Vol 39, No. 1, 1994, pp.271-276
Published online, 1st January, 1970
DOI: 10.3987/COM-94-S(B)22
Ortho-directed Metalation of 3-Heterosubstituted 4-Methyl-6-phenylpyridazines

Jean-Marie Sitamzé, André Mann,* and Camille-Georges Wermuth

*Laboratoire de Pharmacochimie Moleculaire, Centre de Neurochimie du CNRS, 5, rue Blaise Pascal, 67084 Strasbourg-Cedex, France


Side-chain metalation of 4-methyl-6-phenyl pyridazines (2-4) with lithium diisopropylamide or 2,2,6,6-tetramethylpiperidide and subsequent alkylation with various electrophiles have been investigated. Depending on the substituent attached at the 3-position (Cl, OMe or NHCOtBu), the preparation of the alkylated pyridazines was more or less efficient.