Development and Proof of Concept for a Large-Scale Photoredox Additive-Free Minisci Reaction
- Mark A. Graham*a
- Gary Noonan*a
- Janette H. Cherrymana
- Miguel Gonzalezb
- Lucinda V. Jacksona
- Kevin Lesliea
- Zhi-qing Liub
- David McKinneya
- Rachel H. Mundaya
- Chris D. Parsonsc
- David T. E. Whittakerc
- En-xuan Zhangb
- Jun-wang Zhangb
- aChemical Development, Pharmaceutical Technology & Development, Operations, AstraZeneca, Macclesfield SK10 2NA, U.K.
- bAsymchem Laboratories (Tianjin) Co. Ltd., TEDA, Tianjin 300457, P. R. China
- cEarly Chemical Development, Pharmaceutical Sciences, R&D, AstraZeneca, Macclesfield SK10 2NA, U.K.
- Read the publication that featured this abstract
New route development activities toward ceralasertib (AZD6738) have resulted in the discovery of an efficient, acid additive-free, photoredox Minisci reaction. Mechanistic understanding resulting from LED-NMR reaction profiling, quantum yield measurements, and Stern–Volmer quenching studies have enabled optimization of the catalyst system, resulting in a significant enhancement in the rate of reaction. A large-scale continuous photoflow process has been developed, providing encouraging proof-of-concept data for the future application of this technology in the clinical manufacture of ceralasertib.
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