153306-95-7Relevant academic research and scientific papers
A new route of 5,6-diarylpyridazin-3-ones by metalation and cross-coupling of pyridazines
Trecourt,Turck,Ple,Paris,Queguiner
, p. 1057 - 1062 (2007/10/02)
Starting from 3,6-dichloropyridazine, a new route is described to antihypertensive 5,6-diarylpyridazin-3-ones. This pathway comprises the regioselective metalation followed by a substitution of the trimethylsilyl moiety. The introduction of iodine by anot
Diazines VII. A new synthetic route to the pyridazine antidepressant, minaprine using directed ortho metalation and Suzuki cross coupling reactions
Turck, A.,Ple, N.,Mojovic, L.,Queguiner, G.
, p. 488 - 492 (2007/10/02)
A new synthetic route has been developed for minaprine.The synthesis is based upon two reactions recently studied on pyridazine: metalation and cross coupling with transition metals.Some different routes have been tested starting from 3,6-dichloropyridazine.The best results were obtained by coupling phenylboronic acid with 3-chloro-6-methoxypyridazine then by metalating 3-methoxy-6-phenylpyridazine and reacting the lithio derivatives with methyl iodide. 3-Methoxy-4-methyl-6-phenylpyridazine was obtained.After hydrolysis of the ether moiety, chlorination and substitution by the amine, minaprine was obtained with an overall yield of 36percent.Keywords - pyridazine / metalation / cross-coupling
