Development of a Scalable Route to a Pyrrolidone Compound via a Hydroxyfuranone

Herein, we describe the preparation of pyrrolidone compound 1 as a potential antiepileptic drug. The key steps of this synthetic route are based on the preparation of a heterocyclic amine and its condensation with a hydroxyfuranone in a three-step one-pot process. The development of the synthesis le...

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Veröffentlicht in:Organic process research & development 2022-04, Vol.26 (4), p.1106-1114
Hauptverfasser: Calvano, Lorene, Gilson, Frédéric, Driessens, Frank, Petit, Sylvain
Format: Artikel
Sprache:eng
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Zusammenfassung:Herein, we describe the preparation of pyrrolidone compound 1 as a potential antiepileptic drug. The key steps of this synthetic route are based on the preparation of a heterocyclic amine and its condensation with a hydroxyfuranone in a three-step one-pot process. The development of the synthesis led to decreased route complexity and removal of chromatographic purifications. These improvements were demonstrated at scale by the production of 700 g of this pyrrolidone.
ISSN:1083-6160
1520-586X
DOI:10.1021/acs.oprd.1c00350