THE SYNTHESES OF RADIOLABELED ORG-5222 AND ITS MAIN METABOLITE ORG-30526

The syntheses of trans-5-chloro-2,3,3a-12b-tetrahydro-2-methyl- 1H-dib enz[2,3:6,7]oxepino[4,5-c]pyrrole (Org 5222), a potential antipsychoti c compound, labelled with H-3, C-14 and Cl-36 and a,12b-tetrahydro-1H- dibenz[2,3:6,7]-oxepino[4,5-c] pyrrole (Org 30526) labelled with H-3 a re described. H-3-labelled Org 5222 of low specific activity was prepa red by a base catalyzed exchange with tritiated water of an amide prec ursor, H-3-labelled Org 5222 with a high specific activity by a cataly tic reductive dehalogenation. H-3-labelled Org 30526 was prepared both by demethylation of H-3-Org 5222 and by catalytic reductive iodinatio n of 11-iodo-Org 30526. C-14-labelled Org 5222 was synthesized in 6 st eps using C-14-sarcosine as starting material. Cl-36-labelled Org 5222 was prepared by diazotation reaction in the presence of (HCl)-Cl-36.