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Short Paper | Special issue | Vol 97, No. 2, 2018, pp.1226-1236
Published online, 12th June, 2018
DOI: 10.3987/COM-18-S(T)75
Synthesis of N-[4-(2'-[18f]Fluoroalkoxybenzoyl)]- and N-(3-[123i]Iodo-4-methoxybenzoyl)pyrrolidin-2-ones As Potential Brain Imaging Agents

Murthy Akula, David Blevins, George Kabalka,* and Dustin Osborne

*Department of Chemistry, University of Tennessee, Knoxville, Tennessee, 37996-1600, U.S.A.

Abstract

The microfluidic synthesis of promising brain imaging PET agents N-[4-(2’-[18F]fluoroalkyloxybenzoyl)]pyrrolidin-2-ones 13a-c was accomplished by nucleophilic radiofluorination of the corresponding tosylate precursors 9a-c with Kryptofix-potassium carbonate-[18F]fluoride. Decay corrected radiochemical yields of 35±5% (13a), 38±8% (13b) and 40±5% (13c) were obtained with radiochemical purities of ≥ 93%. The total reaction time, including HPLC purification was 40 min. N-(3-[123I]Iodo-4- methoxybenzoyl)pyrrolidin-2-one, 18, was prepared by radioiododestannylation of tin precursor 17 using Na123I and 0.3% peracetic acid in 84% radiochemical yield in 20 min.