Method for producing thioether compound

Details Method for producing thioether compound Method for producing thioether compound

C - Chemistry, Metallurgy

07

C

C07C 319/18 (2006.01) B01J 31/24 (2006.01) C07C 319/06 (2006.01) C07C 321/26 (2006.01) C07C 321/28 (2006.01) C07C 321/30 (2006.01) C07C 323/09 (2006.01) C07C 323/16 (2006.01) C07C 323/20 (2006.01) C07C 323/22 (2006.01) C07C 323/52 (2006.01) C07C 323/62 (2006.01) C07D 209/08 (2006.01) C07D 213/32 (2006.01) C07D 213/70 (2006.01) C07F 9/50 (2006.01) C07F 15/00 (2006.01)

Patent

CA 2582658

Disclosed is an efficient and widely-applicable method for commercially producing a thioether compound or a thiol compound which is useful as a pharmaceutical product or a production intermediate of a pharmaceutical product. Specifically disclosed is a method for producing a thioether compound represented by the general formula [I] below or a salt thereof. This method is characterized in that a compound represented by the following general formula [III]: [III] (wherein X represents a bromine atom, a chlorine atom or a trifluoromethylsulfonyloxy group, and ring A represents an aryl group or a heteroaryl ring group) or a salt thereof is reacted with a thiol compound represented by the following general formula [II]: [II] or a salt thereof in the presence of a palladium compound such as Pd2(dba)3, a base such as i- Pr2NEt and a phosphorus compound represented by the following formula [AA].

La présente invention a pour objet une méthode efficace et facilement reproductible permettant de synthétiser à l~échelle commerciale un composé de type thioéther ou thiol pouvant être utilisé en tant que produit pharmaceutique ou intermédiaire de synthèse d~un produit pharmaceutique. La présente invention décrit plus spécifiquement une méthode de synthèse d~un composé de type thioéther de formule générale [I] ci-dessous, ou d~un sel de ce composé. Cette méthode est caractérisée en ce qu~un composé de formule générale [III] ci-après : [III] (où X représente un atome de brome, un atome de chlore ou un groupement trifluorométhylsulfonyloxy, et le cycle A représente un groupement aryle ou hétéroaryle) ou un sel de ce composé réagit avec un composé de type thiol de formule générale [II] ci-après : [II] ou un sel de ce composé en présence d'un dérivé de palladium tel que Pd2(dba)3, d~une base telle que i-Pr2NEt et d~un dérivé de phosphore de formule [AA] ci-après.

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