A highly stereoselective synthesis of sertraline

Details A highly stereoselective synthesis of sertraline A highly stereoselective synthesis of sertraline

C - Chemistry, Metallurgy

07

C

C07C 209/52 (2006.01)

Patent

CA 2576097

The present invention relates to a process for highly stereoselective synthesis of sertraline and sertraline inter-mediate. Thus, the mixture of 4-(3,4-Dichlorophenyl)-3,4-dihydro-N-methyl-1(2H)- naphthalenimine, 5 % Pd/CaCO3, water and methanol is taken in a hydrogenation flask and then subjected to hydrogenation under a hydrogen pressure of 0.5 Kg at 20 - 35°C for 3 hours 30 minutes. The catalyst is removed by filtration and the solvent is evaporated completely under vacuum to obtain cis-(~)-4-(3,4-dichlorophenyl)-1,2,3,4-tetrahydro-N-methyl-naphthalen amine. (trans-(~): 0.2).

La présente invention concerne un procédé de synthèse hautement stéréosélective de sertraline et d'un produit intermédiaire de sertraline. Un mélange renfermant une 4-(3,4-dichlorophényl)-3,4-dihydro-N-méthyl-1(2H)-naphtalénimine, 5 % de Pd/CaCO<SUB>3</SUB>, de l'eau et du méthanol est introduit dans un flacon d'hydrogénation, puis soumis à une hydrogénation sous une pression d'hydrogène de 0,5 Kg à 20-35 °C pendant 3 heures et 30 minutes. Le catalyseur est enlevé par filtration et le solvant est complètement évaporé sous vide en vue de l'obtention d'une cis-(?)-4-(3,4-dichlorophényl)-1,2,3,4-tétrahydro-N-méthyl-naphtalènamine.

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