Improved Industrial Synthesis of Antidepressant Sertraline

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• 作者：Krisztina Vukics ; Tam&aacute ; s Fodor ; J&aacute ; nos Fischer ; Iré ; n Fellegv&aacute ; ri ; and S&aacute ; ndor Lé ; vai
• 刊名：Organic Process Research & Development
• 出版年：2002
• 出版时间：January 2002
• 年：2002
• 卷：6
• 期：1
• 页码：82 - 85
• 全文大小：45K
• 年卷期：v.6,no.1(January 2002)
• ISSN：1520-586X

文摘

(cis-1S)-4-(3,4-Dichlorophenyl)-1,2,3,4-tetrahydro-N-methyl-1-naphthalenamine hydrochloride, or sertraline hydrochloride,is a very effective antidepressant. This report presents a novelindustrial synthesis of sertraline hydrochloride that is in manyrespects more advantageous than processes reported thus far.N-[4-(3,4-Dichlorophenyl)-3,4-dihydro-1(2H)-naphthalenylidene]-methanamine N-oxide is used as intermediate in our process,which is a stable compound in normal conditions. It can beobtained in a simple reaction from the corresponding tetralonein good yield, using acceptable reagents with regard to environmental and safety respects. Its reduction to the desired cis-racemic amine is stereoselective, and thus it provides sertralinehydrochloride with a purity required for pharmaceuticalingredients.