146353-99-3Relevant academic research and scientific papers
Rapid Synthesis of N,N'-Disubstituted Piperazines. Application to the Preparation of No Carrier Added 1-(4-Fluorophenyl)piperazine and of an -Selective Ligand of Serotoninergic Receptors (5HT2 antagonist)
Collins, Michael,Lasne, Marie-Claire,Barre, Louisa
, p. 3185 - 3188 (2007/10/02)
An efficient and rapid method of piperazine formation (>50percent, 30 min) involving the reaction of N,O,O'-tris(toluene-p-sulfonyl)bis(2-hydroxyphenyl)amine 3 and 4-fluoroaniline in an alcohol or in hexamethylphosphoramide has been developed.It has been applied to the preparation of 1-(4-fluorophenyl)piperazine 6b, a new precursor in (18F)-labelling for positron emission tomography studies.Compound 6b was obtained in 7-15percent decay corrected radiochemical yield in a synthesis time of 145-165 min counted from the labelled precursor fluoride and a radiochemical purity greater than 98percent after HPLC purification.The utility of 6b was demonstrated by the synthesis of the naphtosultam 8b, a selective antagonist of 5-HT2 receptors.Compound 8b was obtained radiochemically pure in 50 min from 6b (including HPLC) and in an overall yield of 2.5-12percent (decay corrected) from fluoride.
