Abstract

AbstractA large scale synthesis of 3‐chloro‐5‐methoxypyridazine was developed (18 moles) that relies on the protection of the pyridazinone nitrogen of 4,5‐dichloro‐3(2H)‐pyridazinone as the tetrahydropyranyl derivative 2. The 5‐chloro position of the protected pyridazinone was selectively displaced with methoxide to give 3 followed by catalytic hydrogenation of the 4‐chloro group to give 4. Removal of the protecting group with acid followed by phosphorous oxychloride treatment gave the target compound 6 in good yield. This route is superior to the previously described synthesis of this compound.

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