Synthesis of active pharmaceutical ingredient atomoxetine via desulfurative halogenation
An innovative preparation of the Active Pharmaceutical Ingredient (API) Atomoxetine has been developed. Key advantages of the synthetic procedure include: a one-pot preparation of a 1,3-bis-electrophilic phenyl-propionic synthon obtained via desulfurative chlorination of an easy to make thiophenyl sulfide; an unreported strategy for the preparation of secondary amines. The synthesis involves a total of four consecutive steps from unexpensive and readily available reagents and employes mild conditions. • A four steps synthesis of Atomoxetine has been realized via (i) designing a 1,3-bis-electrophile; optimising a procedure to prepare the 1,3-bis electrophile in a single operation; (iii) optimising Gabriel's synthesis to prepare secondary amines.
Authors
- Caterina Cioffi
- Malachi W. Gillick‐Healy (ORCID: https://orcid.org/0000-0002-4731-1469)
- Mauro F. A. Adamo (ORCID: https://orcid.org/0000-0001-9072-3648)
- Brian Kelly (ORCID: https://orcid.org/0000-0003-3016-1262)
- Giovanni N. Roviello (ORCID: https://orcid.org/0000-0001-6065-2367)
- Maria Moccia (ORCID: https://orcid.org/0000-0001-5279-3928)
Institutions
- Royal College of Surgeons in Ireland (IE)
- Kelada Pharmachem (Ireland) (IE)
- Institute of Biostructure and Bioimaging (IT)
- Institute of Crystallography (IT)
Publication Details
- Journal
- Tetrahedron Letters
- Published
- 2025-08-29
- DOI
- https://doi.org/10.1016/j.tetlet.2025.155800
- Citations
- 1
- Primary Topic
- Synthesis and Biological Evaluation
- Type
- article
- Field-Weighted Citation Impact
- 0.94