Method for the production of...

C - Chemistry – Metallurgy – 07 – D

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C07D 487/04 (2006.01) C07D 207/20 (2006.01)

Patent

CA 2458339

The invention relates to a process for the preparation of 6-(4-chlorophenyl)- 2,2- dimethyl-7-phenyl-2,3-dihydro-1H-pyrrolizin-5-ylacetic acid, in which 5-benzyl- 3,3- dimethyl-3,4-dihydro-2H-pyrrole is reacted with w-bromo-4-chloroacetophenone with formation of 6-(4-chlorophenyl)-2,2-dimethyl-7-phenyl-2,3-dihydro-1H- pyrrolizine and the acetic acid group is introduced into the 5-position, 5-benzyl-3,3-dimethyl- 3,4- dihydro-2H-pyrrole being obtained by hydrogenation of 2,2-dimethyl-4-oxo-5- phenylvaleronitrile or a ketal thereof. The invention also relates to processes for the preparation of intermediates occurring in the above process.

L'invention concerne un procédé permettant de produire de l'acide 6-(4-chlorophényl)-2,2-diméthyl-7-phényl-2,3-dihydro-1H-pyrrolizine-5-yl-acétique, selon lequel on fait réagir 5-benzyl-3,3-diméthyl-3,4-dihydro-2H-pyrrol avec omega -bromo-4-chloracétophénone, de manière à former de la 6-(4-chlorophényl)-2,2-diméthyl-7-phényl-2,3-dihydro-1H-pyrrolizine et on place le groupe d'acide acétique en position 5. On obtient du 5-benzyl-3,3-diméthyl-3,4-dihydro-2H-pyrrol par hydrogénation de 2,2-diméthyl-4-oxo-5-phényl-valéronitrile ou un de ses cétals. L'invention concerne en outre des procédés permettant de produire des produits intermédiaires intervenant dans le procédé évoqué ci-dessus.

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