title: Solid-phase syntheses of 6-arylpyridazin-3(2H)-ones.
abstract: The 3-chloropyridazine moiety was immobilized on a Wang resin, using two different methodologies. The first of these involved direct nucleophilic substitution of 3,6-dichloropyridazine with the alcoholate of Wang resin. The experimental conditions were optimized. The second method involved a Mitsunobu reaction between the Wang resin and 6-chloropyridazin-3-ol during which a problem of regioselectivity was observed. The so-obtained chloropyridazine-containing resins were subsequently reacted with various arylboronic acids under Suzuki conditions. Acid cleavage yielded 6-arylpyridazin-3(2H)-ones with high chemical purity.
authors.affiliation: IRCOF, Laboratoire de Chimie Organique Fine et Hétérocyclique, UPRES-A 6014, INSA, B.P. 08, 76131 Mont St Aignan Cedex, France.
authors.forename: Richard
authors.initials: R
authors.lastname: Salives
authors.forename: Georges
authors.initials: G
authors.lastname: Dupas
authors.forename: Nelly
authors.initials: N
authors.lastname: Plé
authors.forename: Guy
authors.initials: G
authors.lastname: Quéguiner
authors.forename: Alain
authors.initials: A
authors.lastname: Turck
authors.forename: Pascal
authors.initials: P
authors.lastname: George
authors.forename: Mireille
authors.initials: M
authors.lastname: Sevrin
authors.forename: Jonathan
authors.initials: J
authors.lastname: Frost
authors.forename: Antonio
authors.initials: A
authors.lastname: Almario
authors.forename: Adrien
authors.initials: A
authors.lastname: Li
mesh_terms: D001897:Boronic Acids / Q000737:chemistry; D002626:Chemistry, Pharmaceutical; D020650:Combinatorial Chemistry Techniques; D003432:Cross-Linking Reagents; D006835:Hydrazones / Q000138:chemical synthesis*; D006841:Hydrocarbons, Aromatic / Q000737:chemistry*; D008956:Models, Chemical; D011724:Pyridazines / Q000138:chemical synthesis*; D012117:Resins, Synthetic / Q000737:chemistry
chemical_list: D001897:Boronic Acids; D003432:Cross-Linking Reagents; D006835:Hydrazones; D006841:Hydrocarbons, Aromatic; D011724:Pyridazines; D012117:Resins, Synthetic