Preparation of chloromethylpyridine hydrochlorides

C - Chemistry – Metallurgy – 07 – D

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C07D 213/26 (2006.01)

Patent

CA 2347374

Chloromethylpyridine hydrochlorides such as 3-chloromethylpyridine hydrochloride, an important pharmaceutical intermediate, are prepared in high yield and high purity by reacting the corresponding pyridyl carbinol with a slight excess of thionyl chloride, in solution in an inert solvent such as toluene. The pyridyl carbinol solution is added to the thionyl chloride gradually and under its surface, to prevent the formation of impurities. The product is recovered by applying vacuum or nitrogen purge to the reaction mixture to assist precipitation, followed by filtration and washing.

L'invention concerne la préparation de chlorhydrates de chlorométhylpyridine tels que le chlorhydrate de 3-chlorométhylpyridine, un intermédiaire pharmaceutique important, avec des rendements élevés et une grande pureté, consistant à faire réagir le carbinol de pyridyle correspondant avec un léger excédent de chlorure de thionyle, dans une solution dans un solvant inerte tel que le toluène. La solution de carbinol de pyridyle est ajoutée au chlorure de thionyle graduellement et sous sa surface afin d'empêcher la formation d'impuretés. On récupère le produit par application d'une purge sous vide ou à l'azote au mélange de réaction afin d'aider à la précipitation, suivie d'une filtration et d'un lavage.

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