Use of a catalytic co-solvent, N,N-dimethyl octanamide, allows the flow synthesis of Gleevec with no solvent switch
Accepted version
Peer-reviewed
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Repository DOI
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Authors
Yang, Jeffrey
Niu, Dawen
Buchwald, Stephen
Abstract
A general, efficient method for C−N cross‐coupling has been developed using N,N‐dimethyloctanamide as a catalytic cosolvent for biphasic continuous‐flow applications. The described method was used to generate a variety of biarylamines and was integrated into a two‐step sequence which converted phenols into biarylamines via either triflates or tosylates. Additionally, the method was applied to a three‐step synthesis of imatinib, the API of Gleevec, in good yield without the need of solvent switches.
Description
Keywords
biaryls, cross-coupling, flow chemistry, palladium, synthetic methods, Amides, Catalysis, Imatinib Mesylate, Solvents
Journal Title
Angewandte Chemie - International Edition
Conference Name
Journal ISSN
1521-3773
1521-3773
1521-3773
Volume Title
55
Publisher
John Wiley & Sons Ltd.