Preparation of quinapril hydrochloride

C - Chemistry – Metallurgy – 07 – D

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C07D 217/26 (2006.01)

Patent

CA 2517451

Methods and materials for preparing quinapril, its pharmaceutically acceptable salts, including quinapril hydrochloride, are disclosed. The method includes reacting (2S,4S)-2-(4-methyl-2,5-dioxo-oxazolidin-3-yl)-4-phenyl-butyric acid ethyl ester with (3S)-1,2,3,4-tetrahydro-isoquinoline-3-carboxylic acid tert- butyl ester toyield quinapril tert-butyl ester, which is subsequently reactedwith an acid to yield quinapril or an acid addition salt of quinapril.

Procédés et substances pour préparer du quinapril, ses sels pharmaceutiquement acceptables, y compris l'hydrochlorure de quinapril. Selon ce procédé, on fait réagir l'ester éthylique d'acide (2<I>S</I>,4<I>S</I>)-2-(4-méthyl-2,5-dioxo-oxazolidin-3-yl)-4-phényl-butyrique avec de l'ester tert-butylique d'acide (3<I>S</I>)-1,2,3,4-tétrahydro-isoquinoline-3-carboxylique pour produire de l'ester tert-butylique de quinapril, que l'on fait ensuite réagir avec un acide pour produire du quinapril ou un sel d'addition acide de quinapril.

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