A novel methodology for efficient removal of residual palladium from a product of the Suzuki-Miyaura coupling with polymer-supported ethylenediamine derivatives

被引：45

作者：

Urawa, Y

Miyazawa, M

Ozeki, N

Ogura, K

机构：

[1] Eisai & Co Ltd, Proc Res Labs, Ibaraki 3140255, Japan

[2] Chiba Univ, Grad Sch Sci & Technol, Inage Ku, Chiba 2638522, Japan

来源：

ORGANIC PROCESS RESEARCH & DEVELOPMENT | 2003年 / 7卷 / 02期

关键词：

D O I：

10.1021/op0255682

中图分类号：

O69 [应用化学];

学科分类号：

081704 ;

摘要：

In our investigation to efficiently remove residual palladium from a drug candidate prepared via the Suzuki-Miyaura coupling reaction, it was found that polymer-bound ethylene-diamines can absorb both Pd(0) and Pd(II). This property was applied to the removal of residual palladium from the crude 2'-cyanobiphenyl product (R)-2 obtained by the Suzuki-Miyaura coupling of an optically active bromobenzene derivative (R)-1 with a boronate 3. Treatment with the polymer-bound ethylenediamines reduced the palladium content of the crude product from 2000-3000 to 100-300 ppm. Subsequent purification by salt formation with di-p-toluoyl-D-tartaric acid (DTTA) attained a low palladium content of less than 10 ppm.

引用

收藏

页码：191 / 195

页数：5

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