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Synthesis of substituted [11C]ureas and [11C]sulphonylureas by Rh(I)-mediated carbonylation

✍ Scribed by Ola Åberg; Bengt Långström

Publisher
John Wiley and Sons
Year
2011
Tongue
French
Weight
139 KB
Volume
54
Category
Article
ISSN
0022-2135

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✦ Synopsis

Abstract

The urea moiety is present in many biologically active compounds and thus an attractive target for ^11^C‐labelling. To extend the scope of the rhodium(I)‐mediated carbonylative cross‐coupling reaction between an azide and an amine and investigate its tolerance for functional groups, we have synthesized eight ureas and two sulphonylureas that were ^11^C‐labelled in the carbonyl position. The decay‐corrected analytical radiochemical yields were in the range of 14–96% (from [^11^C]carbon monoxide). For example: starting from 1.33 GBq [^11^C]carbon monoxide, 0.237 GBq (66%) of the cytotoxic sulphonylurea [^11^C]LY‐181984 11 was isolated within 60 min from end of bombardment. The mild reaction conditions and generality regarding functional groups of this method make it an attractive alternative to the [^11^C]phosgene method for the synthesis of ^11^C‐labelled ureas. Copyright © 2010 John Wiley & Sons, Ltd.

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