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US 9,067,868 B2Granted
Chemical process for opening ring compounds
AssigneeChemo Iberica, S.A.
InventorsLuca Carcone, Domenico Magrone, Giuseppe Barreca, Marcello Rasparini, Huang Liming
Life of this patent
Estimating the term…
Abstract
It is described a process for the opening of lactone or lactam rings useful in the synthesis of pharmaceutically active compounds and the intermediates thereof, particularly Aliskiren. It has found that by selecting a type of solvent it is possible to obtain excellent yields and high optical and chemical purity of the isolated products.
Claims19
An aminolysis process for the opening of a lactone or lactam ring, comprising the treatment of a compound containing said lactone or lactam ring with a primary or secondary amine in the presence of:
- a catalyst and optionally of a cocatalyst, in an aprotic apolar solvent selected from the group consisting of C5-C10 linear or branched alkanes, C5-C10 cycloalkanes, C5-C10 branched cycloalkanes, and C5-C10 dialkyl linear or branched ethers in which the lactone or the lactam ring-containing compound is soluble and the amide produced in the reaction is insoluble in the reaction conditions,
- wherein said primary or secondary amine has a general formula RR10NH, in which R and R10 are, independently from each other, hydrogen or a group selected among a linear or branched C1-C6 alkyl, a linear or branched C1-C6 alkyl substituted with at least a substituent selected among a cyano group, a free carboxylic group, an ester, an amide, an aldehyde or an acetal, or an aryl (C1-C6) alkyl, with the condition that R and R10 cannot be both hydrogen, and the amount of said amine is not higher than 3.5 equivalents compared to the molar quantity of the lactone or lactam ring-containing compound.
Dependencies are inferred from the claim text.