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Last Updated: March 29, 2024

Details for Patent: 9,708,280


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Title:Phenyl-piperazine derivatives as serotonin reuptake inhibitors
Abstract: The invention provides compounds represented by the general formula I ##STR00001## wherein the substituents are defined in the application. The compounds are useful in the treatment of an affective disorder, including depression, anxiety disorders including general anxiety disorder and panic disorder and obsessive compulsive disorder.
Inventor(s): Ruhland; Thomas (Roskilde, DK), Smith; Garrick Paul (Valby, DK), Bang-Andersen; Benny (Copenhagen S, DK), Puschl; Ask (Frederiksberg, DK), Moltzen; Ejner Knud (Gentofte, DK), Andersen; Kim (Ridgewood, NJ)
Assignee: H. Lundbeck A/S (Valby, DK)
Filing Date:Jun 19, 2015
Application Number:14/744,197
Claims:1. A process for the manufacture of a compound represented by formula Ia or an acid addition salt thereof: ##STR00016## wherein s is 2; and each R.sup.3 is independently halogen, cyano, nitro, C.sub.1-6-alkyl, or C.sub.1-6-alkyloxy, the process comprising deprotection or cleavage from a polymer support of a compound of formula IIa: ##STR00017## wherein R''' is tert-butyl, methyl, ethyl, allyl, or benzyl or ##STR00018## is a solid supported carbamate group.

2. The process of claim 1, wherein each R.sup.3 is independently C.sub.1-6-alkyl.

3. The process of claim 1, wherein the compound of formula Ia is 1-[2-(2,4-dimethylphenylsulfanyl)phenyl]piperazine.

4. A process for the manufacture of a compound represented by formula Ia or an acid addition salt thereof: ##STR00019## wherein s is 2; and each R.sup.3 is independently halogen, cyano, nitro, C.sub.1-6-alkyl, or C.sub.1-6-alkyloxy, the process comprising: chemical transformation of ##STR00020## to the corresponding diazonium compound; and reacting the diazonium compound with ##STR00021## to form the compound of formula Ia.

5. The process of claim 4, wherein each R.sup.3 is independently C.sub.1-6-alkyl.

6. The process of claim 4, wherein the compound of formula Ia is 1-[2-(2,4-dimethylphenylsulfanyl)phenyl]piperazine.

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