Abstract
The syntheses of trans-5-chloro-2, 3, 3a-12b-tetrahydro-2-methyl-1H-dibenz [2, 3:6, 7] oxepino [4, 5-c]pyrrole (Org 5222), a potential antipsychotic compound, labelled with 3H, 14C and 36C1 and trans-5-chloro-2, 3, 3a, 12b-tetrahydro-1H-dibenz [2, 3:6, 7]-oxepino [4, 5-c] pyrrole (Org 30526) labelled with 3H are described. 3H-labelled Org 5222 of low specific activity was prepared by a base catalyzed exchange with tritiated water of an amide precursor, 3H-labelled Org 5222 with a high specific activity by a catalytic reductive dehalogenation. 3H-labelled Org 30526 was prepared both by demethylation of 3H-Org 5222 and by catalytic reductive iodination of 11-iodo-Org 30526. 14C-labelled Org 5222 was synthesized in 6 steps using 14C-sarcosine as starting material. 36C1-labelled Org 5222 was prepared by diazotation reaction in the presence of H36C1.
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