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8-Methyl-3,8-diazabicyclo[3.2.1]octane (3-azatropane) is synthesized efficiently from pyroglutamic acid making use of amide activation. The key step of the synthesis involves reduction and cyclization of a nitroenamine intermediate. Several 3-substituted analogues of this azatropane were also synthesized via this methodology and evaluated for their affinity at D 2 and 5-HT 2A receptors.
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