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Development of a Mild and Robust Method for Palladium Catalyzed Cyanation on Large Scale

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Organometallics as Catalysts in the Fine Chemical Industry

Part of the book series: Topics in Organometallic Chemistry ((TOPORGAN,volume 42))

Abstract

The Pd-catalyzed cyanation of aryl halides is a very attractive method to prepare aryl nitriles, yet relatively few large scale applications of the reaction have been reported. The primary reason behind this has been a lack of robust and general conditions for the reaction, and for a long time it had a reputation of being difficult to scale up. Following a general introductory review of the reaction, this case study describes in detail the development of a new improved method for the Pd-catalyzed cyanation under mild conditions, and its successful application on a large scale to prepare multikilogram quantities of a drug candidate. The results and findings are discussed in the context of the current mechanistic understanding of the reaction and from an industrial perspective.

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Author information

Authors and Affiliations

  1. AstraZeneca, Pharmaceutical Development, Chemical Science, Södertälje, 151 85, Sweden

    Per Ryberg

Authors
  1. Per Ryberg
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Correspondence to Per Ryberg .

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Editors and Affiliations

  1. Leibniz-Institut für, Organische Katalyse, Universität Rostock, Albert-Einstein-Str. 29, Rostock, 18059, Germany

    Matthias Beller

  2. Furglerstrasse 10, St. Gallen, 9000, Switzerland

    Hans-Ulrich Blaser

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Ryberg, P. (2011). Development of a Mild and Robust Method for Palladium Catalyzed Cyanation on Large Scale. In: Beller, M., Blaser, HU. (eds) Organometallics as Catalysts in the Fine Chemical Industry. Topics in Organometallic Chemistry, vol 42. Springer, Berlin, Heidelberg. https://doi.org/10.1007/3418_2011_25

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