Small Molecule Library Synthesis Using Segmented Flow

Molecules

Christina M. Thompson¹  Jennifer L. Poole¹  Jeffrey L. Cross¹  Irini Akritopoulou-Zanze¹ 

[1] ¹Medinical Chemistry Technologies, Abbott Laboratories, Global Pharmaceutical Research and Development, 100 Abbott Park Road, Abbott Park, IL 60064, USA ²Department of Chemistry at KU, 1251 Wescoe hall Drive, 2010 Marlott Hall, Lawrence, KA 66045, USA

关键词: segmented flow;    library synthesis;   

DOI  :  10.3390/molecules16119161

来源: mdpi

【 摘 要 】

Flow chemistry has gained considerable recognition as a simple, efficient, and safe technology for the synthesis of many types of organic and inorganic molecules ranging in scope from large complex natural products to silicon nanoparticles. In this paper we describe a method that adapts flow chemistry to the synthesis of libraries of compounds using a fluorous immiscible solvent as a spacer between reactions. The methodology was validated in the synthesis of two small heterocycle containing libraries. The reactions were performed on a 0.2 mmol scale, enabling tens of milligrams of material to be generated in a single 200 mL reaction plug. The methodology allowed library synthesis in half the time of conventional microwave synthesis while maintaining similar yields. The ability to perform multiple, potentially unrelated reactions in a single run is ideal for making small quantities of many different compounds quickly and efficiently.

【 授权许可】

CC BY   
This is an open access article distributed under the Creative Commons Attribution License (CC BY) which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.