Versatile solid-phase synthesis of trisubstituted 1H-pyrido[2,3-d]pyrimidin-4-ones and related heterocycles.
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.
Schell
Peter
P
NeoGenesis Pharmaceuticals, 840 Memorial Drive, Cambridge, Massachusetts 02139, USA. peter.schell@astrazeneca.com
Richards
Matthew P
MP
Hanson
Kelley
K
Berk
Scott C
SC
Makara
Gergely M
GM
D020650:Combinatorial Chemistry Techniques; D015394:Molecular Structure; D011744:Pyrimidinones / Q000138:chemical synthesis* / Q000737:chemistry*
D011744:Pyrimidinones