Modular continuous flow synthesis of imatinib and analogues
Name
2019_OrgLett.pdf
Description
Accepted version
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1.91 MB
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Author(s) •
Fu, Wai Chung
Jamison, Timothy F
Date Issued
July 2019
Journal
Organic Letters
Publisher
American Chemical Society (ACS)
Citation
Fu, Wai Chung, and Timothy F. Jamison, "Modular continuous flow synthesis of imatinib and analogues." Organic Letters 21, 15 (July 2019): p. 6112-16 doi 10.1021/ACS.ORGLETT.9B02259 ©2019 Author(s)
Version
Author's final manuscript
Abstract
A modular continuous flow synthesis of imatinib and analogues is reported. Structurally diverse imatinib analogues are rapidly generated using three readily available building blocks via a flow hydration/chemoselective C-N coupling sequence. The newly developed continuous flow hydration and amidation modules each exhibit a broad scope with good to excellent yields. Overall, the method described does not require solvent switches, in-line purifications, or packed-bed apparatuses due to the judicious manipulation of flow setups and solvent mixtures.
MIT Department
Massachusetts Institute of Technology. Department of Chemistry
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DOI of Published Version
https://doi.org/10.1021/ACS.ORGLETT.9B02259