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Paper | Regular issue | Vol 60, No. 11, 2003, pp.2471-2483
Published online, 5th September, 2003
DOI: 10.3987/COM-03-9850
5-Alkynyl-4-chloro- and 4-Alkynyl-5-chloro-2-methylpyridazin-3(2H)-ones: Convenient Precursors for the Preparation of 2-Substituted Pyrrolo[2,3-d]pyridazinones

Omar R’kyek, Bert U. W. Maes, Guy L. F. Lemière,* and Roger A. Dommisse

*Department of Chemistry, University of Antwerp (RUCA), Groenenborgerlaan 171, B-2020 Antwerp, Belgium

Abstract

A new synthetic route towards the synthesis of 1,6-dihydro-7H-pyrrolo[2,3-d]pyridazin-7-ones (10a-f) and their regioisomers 1,5-dihydro-4H-pyrrolo[2,3-d]pyridazin-4-ones (9a,b) is described, based on the reaction of 5-alkynyl-4-chloro- (7a,b) and 4-alkynyl-5-chloropyridazinones (8) with different amines (ammonia, methylamine and propylamine) followed by a treatment with a NaOEt solution.