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Paper | Special issue | Vol 95, No. 2, 2017, pp.807-815
Published online, 16th February, 2017
DOI: 10.3987/COM-16-S(S)49
Effect of Leaving Group Substituents on the Microfluidic Synthesis of [18F]3-Fluoro-5-[(pyridin-3-yl)ethynyl]benzonitrile ([18F]FPEB)

Thomas M. Moore, Murthy R. Akula, Lee Collier, Gilles Tamagnan, Caroline Papin, David Alagille, and George W. Kabalka*

*Departments of Chemistry and Radiology, University of Tennessee, Knoxville, Tennessee, 37996-1600, U.S.A.

Abstract

A commercial microfluidic reactor system has been used to synthesize the mGLUR5 receptor imaging agent [18F]FPEB. To study the effect of leaving group substituents on the synthesis of the desired compound, the chloro-, bromo-, iodo-, and nitro-substituted precursors for FPEB were evaluated. Precursor concentrations of 4 – 10 mg/mL were evaluated in various solvents, with temperature ranges between 120 and 220 oC, and total processing times of less than five minutes. Optimized incorporation yields ranged from 5% to 69.4% depending on the precursor used.