Ammonium Chloride → N-[4-(3-Azabicyclo[3.2.2]non-3-yl)butyl]-4-methylpyridazino[4,5-b]indolizin-1-amine

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Reaction Steps

Following the procedure of Example 1, reaction of one equivalent of 1-chloro-4-methylpyridazino[4,5-b]indolizine, three equivalents of 4-(3-azabicyclo[3.2.2]non-3-yl)butylamine and one equivalent of ammonium chloride at 145° C. under nitrogen overnight gave the title compound as the free base after flash column chromatography (silica gel, 4:1 methylene chloride:methanol to 100% methanol containing ammonium hydroxide). This was converted to the dihydrochloride salt and recrystallized from ethanol, mp 257°-258° C.

Provenance & Evidence