SYNTHESIS OF C-11 LABELED HALOALKANONITRILES AND EXAMPLES OF THEIR USE IN SOME ALKYLATION REACTIONS

The synthesis of the C-11-labelled bifunctional precursors 4-iodobutyro[C-11]nitrile (1), 4-tosyloxybutyro[C-11]nitrile (2), 5-iodovalero[C-11]nitrile (3), 5-toxyloxyvalero-[C-11]nitrile (4) and 4-bromopentano[C-11]nitrile (5) are presented. The nucleophilic substitution reactions of [C-11]cyanide with dibromides, diiodides, ditosylates or mixed iodotosylates producing 1-5 have been carried out in different solvents and the labelled products were obtained in 62-98% radiochemical yields (not isolated), with a total synthesis time of 5 min counted from the end of the hydrogen [C-11]cyanide synthesis. The labelled haloalkanonitriles 1 and 3 have also been used in some alkylation reactions with various carbon and oxygen nucleophiles.