Process for the production of paroxetine

Details Process for the production of paroxetine Process for the production of paroxetine

C - Chemistry, Metallurgy

07

D

C07D 405/12 (2006.01)

Patent

CA 2361758

A process for the production of paroxetin is described, wherein N-substituted derivatives of 4-(p-fluorophenyl)-3-hydroxymethyl-1,2,3,6-tetrahydropyridine are treated according to the following sequence of reactions: (a) hydrogenation catalysed by transition metal complexes with chiral diphosphinic ligands; (b) -OH derivatisation and nucleophilic substitution, the substitutent being sesamol; (c) N-dealkylation. The process is highly stereospecific and brings about the formation of intermediates enriched with the desired isomeric components, which are converted into paroxetine in quantitative yields.

Procédé de production de paroxétine caractérisé en ce que des dérivés N substitués de 4-(p-fluorophényl)-3-hydroxyméthyl-1,2,3,6-tétrahydropyridine sont traités conformément à la séquence suivante de réactions: (a) hydrogénation, catalysée par des complexes de métaux de transition, avec des ligands diphosphiniques chiraux; (b) dérivatisation OH et substitution nucléophile, le substituant étant le sésamol; (c) N-désalkylation. Le procédé est hautement stéréospécifique et conduit à la formation de produits intermédiaires enrichis des composants isomères désirés qui sont transformés en paroxétine avec des rendements quantitatifs.

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