Abstract

AbstractExchange of [18F]fluoride with 19F in various organofluorine compounds in concentrations ranging from 0.06 to 56 mM was explored. We aimed to explore whether exchange reactions can be a potential useful labelling strategy, when there are no requirement of high specific radioactivity. Parameters such as solvents, temperature, conventional vs microwave heating, and the degree of fluorine load in some aromatic and alkyl compounds were investigated with regard to radiochemical yield and specific radioactivity. A series of fluorobenzophenones (1–6), 1‐(4‐fluorophenyl)ethanone (7), various activated and deactivated fluoro benzenes (8–16), N‐(pentafluorophenyl)benzamide (17), (pentafluorophenyl)formamide (18), (tridecafluorohexyl)benzene (19) and tetradecafluorohexane (20) were subjected to [18F]/19F exchange. To test this strategy to label biologically active molecules containing fluorine atoms in an aryl group, two analogues of WAY‐100635 (21–22), Lapatinib (23), 2,5,6,7,8‐pentafluoro‐3‐methylnaphthoquinone (24) and 1‐(2,4‐difluorophenyl)‐3‐(4‐fluorophenyl)propan‐1‐one (25) were investigated. The multi‐fluorinated molecules containing an electron‐withdrawing group were successfully labelled at room temperature, whereas the monofluorinated, as well as those containing an electron‐donating group, required heating for the exchange reaction to take place. Copyright © 2009 John Wiley & Sons, Ltd.

Talk to us

Join us for a 30 min session where you can share your feedback and ask us any queries you have

Schedule a call

Disclaimer: All third-party content on this website/platform is and will remain the property of their respective owners and is provided on "as is" basis without any warranties, express or implied. Use of third-party content does not indicate any affiliation, sponsorship with or endorsement by them. Any references to third-party content is to identify the corresponding services and shall be considered fair use under The CopyrightLaw.