Aryltrimethylammonium trifluoromethanesulfonates as precursors to aryl [18F]fluorides: Improved synthesis of [18F]GBR-13119

✍ Scribed by Michael S. Haka; Michael R. Kilbourn; G. Leonard Watkins; Steven A. Toorongian

• Publisher: John Wiley and Sons
• Year: 1989
• Tongue: French
• Weight: 444 KB
• Volume: 27
• Category: Article
• ISSN: 0022-2135
• DOI: 10.1002/jlcr.2580270711

✦ Synopsis

Aromatic nucleophilic substitution of various trimethylammonium trifluoromethanesulfonates with [18F]fluoride has been evaluated. Fluorinations were studied over a temperature range of 45-165"C, with decay corrected yields ranging from 20-80%. [ I 8F]GBR 131 19, 1-[2-[(4-[~~F]fluorophenyl)(phenyl)methoxy)ethyI]-4-(3-phenylpropyl)piperazine, a potential radiotracer for the dopamine uptake system, has been prepared in no-carrier-added form from 4-N,N,N,-trimethylaniliniumphenylrnethanone trifluoromethanesulfonate. Purification by solidphase techniques yielded the product in 20% decay corrected radiochemical yield and >98% radiochemical and chemical purity without HPLC.