title: Versatile solid-phase synthesis of trisubstituted 1H-pyrido[2,3-d]pyrimidin-4-ones and related heterocycles.
abstract: A solid-phase synthesis of trisubstituted 1H-pyrido[2,3-d]pyrimidin-4-ones has been developed. The synthesis utilizes solid-phase bound N-2,6-dichloronicotinoyl-1H-benzotriazole-1-carboximidamides as key intermediates. Sequential substitution of benzotriazole and the two chlorines furnishes the title compounds with regioselectivity and high purity. Application of the method to various disubstituted analogues is also demonstrated.
authors.affiliation: NeoGenesis Pharmaceuticals, 840 Memorial Drive, Cambridge, Massachusetts 02139, USA. peter.schell@astrazeneca.com
authors.forename: Peter
authors.initials: P
authors.lastname: Schell
authors.forename: Matthew P
authors.initials: MP
authors.lastname: Richards
authors.forename: Kelley
authors.initials: K
authors.lastname: Hanson
authors.forename: Scott C
authors.initials: SC
authors.lastname: Berk
authors.forename: Gergely M
authors.initials: GM
authors.lastname: Makara
mesh_terms: D020650:Combinatorial Chemistry Techniques; D015394:Molecular Structure; D011744:Pyrimidinones / Q000138:chemical synthesis* / Q000737:chemistry*
chemical_list: D011744:Pyrimidinones