Modular continuous flow synthesis of imatinib and analogues

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 amidatio...

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Bibliographic Details
Main Authors: Fu, Wai Chung (Author), Jamison, Timothy F (Author)
Other Authors: Massachusetts Institute of Technology. Department of Chemistry (Contributor)
Format: Article
Language:English
Published: American Chemical Society (ACS), 2020-06-23T19:37:48Z.
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Online Access:Get fulltext
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100 1 0 |a Fu, Wai Chung  |e author 
100 1 0 |a Massachusetts Institute of Technology. Department of Chemistry  |e contributor 
700 1 0 |a Jamison, Timothy F  |e author 
245 0 0 |a Modular continuous flow synthesis of imatinib and analogues 
260 |b American Chemical Society (ACS),   |c 2020-06-23T19:37:48Z. 
856 |z Get fulltext  |u https://hdl.handle.net/1721.1/125954 
520 |a 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. 
520 |a DARPA (contract no. ARO W911NF-16-2-0023) 
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655 7 |a Article 
773 |t 10.1021/ACS.ORGLETT.9B02259 
773 |t Organic Letters