[C-11] COPPER(I) CYANIDE - A NEW RADIOACTIVE PRECURSOR FOR C-11 CYANATION AND FUNCTIONALIZATION OF HALOARENES

Radiosyntheses of [cyano-C-11]benzonitriles, [carboxyl-C-11]benzoic ac ids, [carbonyl-C-11]benzamides and [tetrazoyl-C-11]5-biphenyI-1H-tetra zoles are described. [Cyano-C-11]benzonitriles were prepared using the Rosenmund-von Braun reaction in one step from [C-11]hydrogen cyanide via [C-11]copper(I) cyanide in 2 min. [Carboxyl-C-11]benzoic acids and [carbonyl-C-11]benzamides were prepared from [cyano-C-11]benzonitrile -complexes using basic hydrogen peroxide for 3 min in N,N-dimethylform amide at 180 and 80 degrees C, respectively. [Tetrazoyl-C-11]S-bipheny ]-1H-tetrazoles were obtained from [cyano-C-11]benzonitrile-complexes in 7 min by cyclization with trimethyltin azide followed by acid hydro lysis at 180 degrees C. These labelled compounds were obtained in a on e-pot procedure with good average specific radioactivities [500 mCi/mu mol (18.5 GBq/mu mol) at the end of synthesis] and in satisfactory av erage radiochemical yields (24-69%) at 40 min from the end of radionuc lide production. This new radioactive precursor, [C-11]copper(I) cyani de, should give access to new C-11-labelled ligands for positron emiss ion tomography. (C) 1997 Elsevier Science Ltd.