Preparation of 3-heteroarylmethyl-imidazo[1,2-b]pyridazine derivatives as c-Met tyrosine kinase modulators.

Abstract

Title compds. I [NR1R2 = (un)substituted 6- or 7-membered satd. monocyclic group; R3 = H, OH, halo or alkyl; R4 = H, halo or alkyl; R5 = substituted indazolyl or quinolinyl], and their pharmaceutically acceptable salts or N-oxides, are prepd. and disclosed. Thus, e.g., II was prepd. by condensation reaction of 6-[1-(6-chloroimidazo[1,2-b]pyridazin-3-yl)ethyl]-5,7-difluoroquinoline (prepn. given) with 1-methylpiperazin-2-one hydrochloride. II exhibited IC50 value of 0.0086 μM for c-Met receptor tyrosine kinase in EPK kinase assay. The invention compds. are useful for treating solid tumors and metastasis. [on SciFinder(R)]