134947-90-3

Upstream product

• 135757-80-1 2-aminomethyl-1-azabicyclo<2.2.2>oct-2-ene 
• 62726-02-7 (4-Amino-5-chloro-2-methoxy-phenyl)-imidazol-1-yl-methanone 
• 5291-26-9 2-methylenequinuclidin-3-one 
• 135757-79-8 3-hydroxy-2-methylene-1-azabicyclo<2.2.2>octane 
• 135757-81-2 2-chloromethyl-1-azabicyclo<2.2.2>oct-2-ene 
• 135757-82-3 2-Azidomethyl-1-aza-bicyclo[2.2.2]oct-2-ene 
• 135757-84-5 2-methylene-3-methylsulfonyloxy-1-azabicyclo<2.2.2> octane 
• 7206-70-4 4-amino-5-chloro-2-methoxybenzoic acid 

Relevant academic research and scientific papers

Kinetically-controlled displacement by azide on an allylic chloride: Synthesis of a highly potent serotonin-3 receptor ligand prototype

The discovery and selective synthesis of a novel and highly potent serotonin-3 receptor ligand, 4-amino-5-chloro-2-methoxy-N-(1-azabicyclo[2.2.2]-oct-2-enyl-2-methyl) benzamide (4) are described. The key step in the preparation of 4 involves an unusual example of a kinetically controlled displacement to provide a thermodynamically disfavored allylic azide isomer. This azide is a precursor to 2-aminomethyl-1-azabicyclo[2.2.2]oct-2-ene, a convergent intermediate for the synthesis of analogs related to 4.