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. 2016 Dec;43(12):770-772.
doi: 10.1016/j.nucmedbio.2016.08.008. Epub 2016 Aug 30.

Facile room temperature synthesis of fluorine-18 labeled fluoronicotinic acid-2,3,5,6-tetrafluorophenyl ester without azeotropic drying of fluorine-18

Falguni Basuli  1 , Xiang Zhang  2 , Elaine M Jagoda  3 , Peter L Choyke  3 , Rolf E Swenson  2
Affiliations

Facile room temperature synthesis of fluorine-18 labeled fluoronicotinic acid-2,3,5,6-tetrafluorophenyl ester without azeotropic drying of fluorine-18

Falguni Basuli et al. Nucl Med Biol. 2016 Dec.

Abstract

Fluorine-18 labeled fluoronicotinic acid-2,3,5,6-tetrafluorophenyl ester has been successfully synthesized in an unprecedented way by flowing an acetonitrile solution of its quaternary ammonium salt precursor (N,N,N-trimethyl-5-((2,3,5,6-tetrafluorophenoxy)carbonyl)pyridin-2-aminium trifluoromethanesulfonate, 1) through an anion exchange cartridge. The fluorination reaction proceeded at room temperature without azeotropic drying of the fluoride. Over 75% conversion was observed with 10mg of precursor in 2:8, acetonitrile: t-butanol in 1min. The total synthesis time was 5min which is ~30min shorter than the current literature method.

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Figures

Figure 1
Figure 1
HPLC analysis of the crude reaction mixture of a) 2 prepared by sep-pak method; b) 2 prepared following the literature method. Solid line, in-line radiodetector; dotted line, UV detector at 254 nm.
Figure 1
Figure 1
HPLC analysis of the crude reaction mixture of a) 2 prepared by sep-pak method; b) 2 prepared following the literature method. Solid line, in-line radiodetector; dotted line, UV detector at 254 nm.
Figure 2
Figure 2
HPLC analysis of 2, co-injected with the non-radioactive standard. Solid line, in-line radiodetector; dotted line, UV detector at 254 nm.
Scheme 1
Scheme 1
Synthesis of [18F]fluoronicotinic acid-2,3,5,6-tetrafluorophenyl ester (2)
See this image and copyright information in PMC

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