The Synthesis of Bromomethyltrifluoroborates through Continuous Flow Chemistry

被引：21

作者：

Broom, Toby ^{[1
]}

Hughes, Mark ^{[2
]}

Szczepankiewicz, Bruce G. ^{[3
]}

Ace, Karl ^{[2
]}

Hagger, Ben ^{[2
]}

Lacking, Gary

Chima, Ranjit ^{[2
]}

Marchbank, Graeme ^{[2
]}

Alford, Gareth ^{[2
]}

Evans, Paul ^{[2
]}

Cunningham, Christopher ^{[4
]}

Roberts, John C. ^{[3
]}

Perni, Robert B. ^{[3
]}

Berry, Malcolm ^{[2
]}

Rutter, Andrew ^{[2
]}

Watson, Simon A. ^{[2
]}

机构：

[1] GlaxoSmithKline, Res & Dev, King Of Prussia, PA 19406 USA

[2] GlaxoSmithKline, Res & Dev, Stevenage SG1 2NY, Herts, England

[3] Sirtris, Cambridge, MA 02139 USA

[4] Glaxo Operat UK Ltd, Drug Manufacturer, Ware SG12 0DJ, Herts, England

来源：

ORGANIC PROCESS RESEARCH & DEVELOPMENT | 2014年 / 18卷 / 11期

关键词：

CROSS-COUPLING REACTIONS; HEAT-EXCHANGERS; POTASSIUM; AMINOMETHYLATIONS;

D O I：

10.1021/op400090a

中图分类号：

O69 [应用化学];

学科分类号：

081704 ;

摘要：

A continuous flow process was developed for the synthesis of potassium bromomethyltrifluoroborate, a key precursor for SuzukiMiyaura coupling reagents. The continuous flow process was used to produce potassium bromomethyltrifluoroborate on scales from grams to kilograms, and the successful process utilized a fraction of the resources required for the batch synthesis. In the plant, a team of three people produced approximately 100 kg of potassium bromomethyltrifluoroborate in less than 4 weeks. This process makes it both practical and economical to use potassium bromomethyltrifluoroborate and its derivatives for multikilogram-scale SuzukiMiyaura couplings.

引用

页码：1354 / 1359

页数：6

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