Multikilogram-Scale Preparation of AZD4635 via C–H Borylation and Bromination: The Corrosion of Tantalum by a Bromine/Methanol Mixture

James J. Douglas, Bradley W. V. Adams,Helen Benson, Karl Broberg, Paul M. Gillespie, Oliver Hoult,Ameer K. Ibraheem,Sophie Janbon, Guillaume Janin,Chris D. Parsons, Ralph C. Sigerson,David J. Klauber

Organic Process Research & Development（2019）

引用 14|浏览18

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摘要

An efficient route to AZD4635 has been developed utilizing the Suzuki–Miyaura reaction of a boronate ester prepared by C–H borylation on a multikilogram scale. Preparation of the cross-coupling partner using bromine/pyridine/methanol has highlighted the incompatibility of this reagent/solvent combination with tantalum, which is commonly used in the construction and repair of standard manufacturing vessels.

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关键词

materials of construction,tantalum,bromine,methanol,C−H borylation,Suzuki−Miyaura

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