293301-29-8Relevant articles and documents
Synthesis of 7-substituted 3-aryl-l,6-naphthyridin-2-amines and 7-substituted 3-aryl-l,6-naphthyridin-2(1H)-ones via diazotization of 3-aryl-l ,6-naphthyridine-2,7-diamines
Thompson, Andrew M.,Showalter, H.D. Hollis,Denny, William A.
, p. 1843 - 1852 (2007/10/03)
The preparation of 3-aryl-7-halo-l,6-naphthyridin-2-amines and 3-aryl-7-halo-l,6-naphthyridin-2(1H)-ones from the diazotization of 3-aryl-l,6-naphthyridine-2,7-diamines is reported. The reactions were investigated in various solvents (concentrated HC1, 50% HBF4, 70% HF-pyridine, 20% and 90% H2SO4, dilute HC;, and neat TFA). By appropriate choice of solvent and other conditions, good yields of the target compounds could be obtained, although in some cases a variety of different side products was also produced. Subsequent displacement of the 7-halogen substituents with alkylamines provides a route to more complex 7-substituted 1,6-naphthyridine derivatives that are potential tyrosine kinase inhibitors. The Royal Society of Chemistry 2000.