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12.5.2.2.3 Method 3: Nucleophilic Substitution

DOI: 10.1055/sos-SD-012-00784

Hajos, G.; Riedl, Z.Science of Synthesis, (200212641.

Extensive research on imidazo[1,2-b]pyridazine derivatives has involved a great number of nucleophilic transformations of halogen substituents by nucleophilic reagents. Treatment of the 6-chloro derivative 162 with hydrazine hydrate yields the 6-hydrazino compound 163 in excellent yield (Scheme 27).[‌97‌] The polychloro-substituted compound 164 when treated with liquid ammonia under pressure undergoes substitution selectively at position 8 and gives the 8-amino-2,3,6,7-tetrachloro derivative 165.[‌134‌] Several other transformations of this type have also been reported.[‌97‌,‌102‌]

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