title: 2-Bromo-6-[(18) F]fluoropyridine: two-step fluorine-18 radiolabelling via transition metal-mediated chemistry.
abstract: Novel radiolabelling methods are important for the development of new tracers for positron emission tomography. Direct nucleophilic fluorination of aromatic rings with [(18) F]fluoride is limited to activated substrates, restricting the application of this approach. Inspired by transition metal-mediated transformations, a fluorine-18 synthon was prepared to supplement the radiolabelling methods available for molecules unsuitable for direct labelling. 2-Bromo-6-[(18) F]fluoropyridine (denoted [(18) F]1) was prepared in high yield, and palladium-mediated cross-coupling reactions were exemplified. High incorporation of fluoride and efficient cross-coupling reactions demonstrate that compound [(18) F]1 holds promise as a new synthon for construction of fluorine-18-labelled molecules via transition metal-mediated reactions.
authors.affiliation: GE Healthcare Discovery, Medical Diagnostics, Cyclotron Building, Hammersmith Hospital, Du Cane Road, London, W12 0NN, UK; GE Healthcare Discovery, Medical Diagnostics, The Grove Centre, White Lion Road, Amersham, Bucks, HP7 9LL, UK; Nottingham University Hospitals NHS Trust, PET/CT Centre, Nottingham City Hospital, Nottingham, NG5 1PB, UK.
authors.forename: Helen M
authors.initials: HM
authors.lastname: Betts
authors.forename: Edward G
authors.initials: EG
authors.lastname: Robins
mesh_terms: D002248:Carbon Monoxide / Q000737:chemistry; D005462:Fluorine Radioisotopes / Q000737:chemistry*; D007553:Isotope Labeling / Q000379:methods*; D010165:Palladium / Q000737:chemistry*; D011725:Pyridines / Q000737:chemistry*
chemical_list: D005462:Fluorine Radioisotopes; D011725:Pyridines; D010165:Palladium; D002248:Carbon Monoxide
keywords: 2-Fluoropyridine; PET; cross-coupling; fluorine-18; palladium; synthon