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Ionic Liquid Aided [11C]CO Fixation for Synthesis of 11C-carbonyls

by Zhenzhen Yang, Narges Mokhatarinori, Sheng Dai, Ilja Popovs
Publication Type
Journal
Journal Name
ChemistryOpen
Publication Date
Volume
2025

Tributyl(ethyl)phosphonium oxopentenolate ([P4442][Pen]) is an ionic liquid developed to capture CO and has shown ability to catalyze carbonylation reactions in organic chemistry. Carbon-11 (11C, t1/2=20.4 min) labeled CO is a highly versatile building block for the synthesis of positron emission tomography (PET) radiotracers that are applied for medical imaging. The use of [11C]CO is limited by its low solubility in organic solvents. Herein, we report a proof-of-concept study evaluating a new method to prepare 11C-labeled amides, ureas and carbamates via reaction of [11C]CO in [P4442][Pen] and applied for fully automated radiosyntheses of Bruton's tyrosine kinase inhibitors, [11C]evobrutinib and [11C]ibrutinib.