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Flow-oriented synthetic design in the continuous preparation of the aryl piperazine drug flibanserin

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Abstract

An uninterrupted, four-step continuous-flow sequence was developed for the preparation of the aryl piperazine-type serotonin receptor modulator drug, flibanserin. The unprecedented route was designed for efficient operation in flow, consisting of heterogeneously catalyzed reductive amination reactions, benzimidazolone formation using the protecting group as a building block, and biphasic flow deprotection integrated with in-line purification. Gas–liquid and liquid–liquid separations facilitate the coupling of the reaction steps and aid removal of excess reagents, which make the system capable of steady-state operation without manual interaction.

Graphical abstract: Flow-oriented synthetic design in the continuous preparation of the aryl piperazine drug flibanserin

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Publication details

The article was received on 19 Oct 2018, accepted on 20 Dec 2018 and first published on 07 Jan 2019


Article type: Communication
DOI: 10.1039/C8RE00266E
Citation: React. Chem. Eng., 2019, Advance Article

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    Flow-oriented synthetic design in the continuous preparation of the aryl piperazine drug flibanserin

    P. Bana, Á. Szigetvári, J. Kóti, J. Éles and I. Greiner, React. Chem. Eng., 2019, Advance Article , DOI: 10.1039/C8RE00266E

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