title: Preparation of [18F]-N-(2-fluoro-ethyl)-N-methylamine as a building block for PET radiopharmaceuticals.
abstract: We have investigated the use of cyclic sulfamidates as precursors to yield secondary amines as building blocks for subsequent reaction with carboxylic acids and acyl chlorides. The preparation of the protonated form of [(18)F]-N-(2-fluoro-ethyl)-N-methylamine from the corresponding cyclic sulfamidate proceeded within a one pot two-step procedure (81 ± 12%, n = 10). The secondary amine reacted readily with acyl chlorides and/or carboxylic acids giving amides with yields ranging from 4 to 17% at the end of synthesis (182 ± 12 min). The new methodology provides a practical approach for the labelling of molecules where intramolecular cyclisation of precursors is favoured under typical radiofluorination conditions.
authors.affiliation: SingHealth, Singapore, Singapore.
authors.forename: Raphael
authors.initials: R
authors.lastname: Hoareau
authors.forename: Luca
authors.initials: L
authors.lastname: Gobbi
authors.forename: Sandra
authors.initials: S
authors.lastname: Grall-Ulsemer
authors.forename: Laurent
authors.initials: L
authors.lastname: Martarello
mesh_terms: D005021:Ethylamines / Q000138:chemical synthesis* / Q000737:chemistry; D005462:Fluorine Radioisotopes / Q000737:chemistry*; D049268:Positron-Emission Tomography; D019275:Radiopharmaceuticals / Q000138:chemical synthesis*
chemical_list: D005021:Ethylamines; D005462:Fluorine Radioisotopes; D019275:Radiopharmaceuticals
keywords: N-2-fluoroethyl-amides; N-2-fluoroethyl-amines; amides formation; cyclic sulfamidate