Automated synthesis of PET radiotracers by copper‐mediated 18F‐fluorination of organoborons: Importance of the order of addition and competing protodeborylation. (2nd February 2018)

• Record Type: Journal Article
• Authors: Mossine, Andrew V.; Brooks, Allen F.; Bernard‐Gauthier, Vadim; Bailey, Justin J.; Ichiishi, Naoko; Schirrmacher, Ralf; Sanford, Melanie S.; Scott, Peter J.H.
• Other Names: Gee Antony guestEditor.; Neumaier Bernd guestEditor.
• Is Part Of: Journal of labelled compounds & radiopharmaceuticals. Volume 61:Number 3(2018)
• Page Start: 228
• Page End: 236
• Publication Date: 2018-02-02
• Subjects: automated radiosynthesis -- automation -- F18 -- fluorine‐18 -- late‐stage fluorination -- PET chemistry -- radiochemistry; Tracers (Chemistry) -- Periodicals; Radiopharmaceuticals -- Periodicals; 615.8424
• DOI: 10.1002/jlcr.3583
• Languages: English
• ISSNs: 0362-4803

Abstract

Abstract : In this paper, we describe the use of Cu‐mediated [ 18 F]fluorodeboronation for the automated production of positron emission tomography radiotracers suitable for clinical use. Two recurrent issues with the method, low radiochemical conversion on automation and protoarene byproduct purification issues, have been successfully addressed. The new method was utilized to produce sterile injectable doses of [ 18 F]‐( ± )‐IPMICF17, a positron emission tomography radiotracer for tropomyosin receptor kinase B/C, using an automated synthesis module. The product was isolated in 1.9 ± 0.1% isolated radiochemical yield, excellent radiochemical purity (>99%), and high specific activity (5294 ± 1227 Ci/mmol). Quality control testing confirmed that doses were suitable for clinical use. Abstract : This paper describes the use of Cu‐mediated [ 18 F]fluorodeboronation for the automated production of positron emission tomography (PET) radiotracers for clinical use. Two recurrent issues with the method, low radiochemical conversion on automation and protoarene byproduct purification issues, have been successfully addressed. The new method was utilized to produce sterile injectable doses of [ 18 F]‐( ± )‐IPMICF17, a PET radiotracer for tropomyosin receptor kinase B/C, using an automated synthesis module that is suitable for in vivo clinical PET imaging.