Process for preparation of water-soluble azole prodrugs

C - Chemistry – Metallurgy – 07 – F

Patent

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C07F 9/6558 (2006.01) C07C 229/26 (2006.01) A61K 31/427 (2006.01) A61K 31/675 (2006.01) A61P 31/10 (2006.01) A61P 43/00 (2006.01)

Patent

CA 2632842

The object is to provide a method suitably applicable to an industrial scale of efficient deprotection reaction without the need of using any harmful solvent, and also provide a process for producing a water-soluble azole prodrug with good efficiency. Thus, disclosed is a process for production of a salt represented by the formula (I): (I) wherein X represents a fluorine atom bound to position-4 or -5 in a phenyl group. The process comprises step (a) wherein a compound represented by the formula (II) is subjected to a deprotection reaction in the presence of a carbocation scavenger: (II) wherein X represents a fluorine atom bound to position-4 or -5 in a phenyl group.

L'invention concerne un procédé pouvant être appliqué à l'échelle industrielle pour réaliser de manière efficace une réaction de déprotection sans utiliser de solvant nocif, ainsi qu'un procédé pour produire avec efficacité un promédicament d'azole hydrosoluble. Le procédé de l'invention permet de produire un sel représenté par la formule (I) : (I), dans laquelle X représente un atome de fluor lié en position 4 ou 5 à un groupe phényle. Ledit procédé comprend une opération (a) où un composé de formule (II), dans laquelle X représente un atome de fluor lié en position 4 ou 5 à un groupe phényle, est soumis à une réaction de déprotection en présence d'un piégeur de carbocation.

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