4.2 Article

Iridium(I)-Catalyzed Ortho-Directed Hydrogen Isotope Exchange in Continuous-Flow Reactors

Journal

JOURNAL OF FLOW CHEMISTRY
Volume 5, Issue 1, Pages 2-5

Publisher

AKADEMIAI KIADO RT
DOI: 10.1556/JFC-D-14-00033

Keywords

isotope exchange; deuterium labeling; flow chemistry; C-H activation; microreactor; immobilized catalyst

Funding

  1. Janssen Pharmaceutica N.V.
  2. Dutch Science Foundation [12464]
  3. European Union [333659]

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Deuterated compounds are important in drug discovery and development, e.g., to prepare the so-called stable isotopically labeled internal standards. However, their preparation can be challenging, and its scalability could be difficult with regard to safety aspects. Herein, we report the first continuous-flow iridium( I)-catalyzed ortho-directed hydrogen-deuterium exchange reaction in microreactors. An immobilized iridium( I) catalyst was loaded in continuous- flow microreactors, such as continuous stirred tank reactors and packed-bed reactors. Best results were obtained in a packed-bed reactor allowing deuterium labeling up to M +7.

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