Precursor synthesis and radiolabelling of the dopamine D2 receptor ligand [11C]raclopride from [11C]methyl triflate

• Published in: Journal of labelled compounds & radiopharmaceuticals Vol. 42; no. 12; pp. 1183 - 1193
• Main Authors: Langer, Oliver, Någren, Kjell, Dolle, Frédéric, Lundkvist, Camilla, Sandell, Johan, Swahn, Carl-Gunnar, Vaufrey, Françoise, Crouzel, Christian, Maziere, Bernard, Halldin, Christer
• Format: Journal Article
• Language: English
• Published: Chichester, UK John Wiley & Sons, Ltd 01.12.1999; Wiley
• Subjects: [11C]methyl triflate; [11C]raclopride; Chemistry; dopamine D2 receptor antagonist; Exact sciences and technology; Heterocyclic compounds; Heterocyclic compounds with only one n hetero atom and condensed derivatives; Organic chemistry; Preparations and properties; Five membered ring; Raclopride; Radiolabelling; Nitrogen heterocycle; Neuroleptic; Psychotropic; Dopamine antagonist; Pyrrolidine derivatives; D2 Dopamine receptor; Chlorine Organic compounds; Carbon 11; Phenols; Benzamide derivatives; Benzenic compound; Chemical synthesis
• ISSN: 0362-4803; 1099-1344
• DOI: 10.1002/(SICI)1099-1344(199912)42:12<1183::AID-JLCR274>3.0.CO;2-Z

Desmethyl‐raclopride was synthesized via a straightforward, three‐step synthetic approach and used for the preparation of [11C]raclopride from [11C]methyl triflate. Conditions for the radiolabelling were optimized to obtain a simple and reproducible procedure suitable for automation. [11C]Raclopride was prepared with an average radiochemical yield of 55–65% (decay corrected, based on starting [11C]methyl triflate) in a total synthesis time (including purification and formulation of product) of 35 min. The radiolabelling procedure used significantly less precursor, avoided the use of DMSO, and was shorter compared to the standard radiolabelling procedure with [11C]methyl iodide. Copyright © 1999 John Wiley & Sons, Ltd.