Synthesis of Furo[2,3-c]pyridazines via Tandem Transition-Metal Catalysis
Jacob M Ganley1,2, David L Waller1,2
1Manufacturing Process Development, Cubist Pharmaceuticals, 65 Hayden Avenue, Lexington, Massachusetts 02421, United States.
Abstract:
A general and efficient catalytic approach to synthesis of the furo[2,3-c]pyridazine ring system is reported. Building on the easily accessible 2-bromo-3-aminopyridizinone skeleton, a tandem Sonogashira coupling-cycloisomerization provides ready access to functionalized furopyridazines. A wide functional group tolerance was observed in the tandem reaction, which proceeds in high yield in 1-3 h. The structure of the heterocyclic ring system was confirmed through single-crystal X-ray crystallography.
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