10.1039/b801208c
The study presents the synthesis of a racemic 6-aryloxymethyl-5-hydroxy-2,3,4,5-tetrahydro-[1H]-2-benzazepin-4-one, a compound evaluated for its potential as a muscarinic (M3) antagonist, which are substances that block the action of certain neurotransmitters in the body. The synthesis involved a series of chemical reactions using various starting materials and reagents, such as 2,6-dimethyl-1-bromobenzene, 2,6-dimethoxyphenol, and prop-2-enylamine, among others. These chemicals served as precursors and reactants in the multi-step synthesis process. The study also encountered challenges with ring-closing metathesis, leading to the development of an alternative synthesis route using a Mitsunobu reaction to form the 2,3-dihydro-[1H]-2-benzazepine ring system. The synthesized compound was then assayed for muscarinic (M3) activity to determine its potential as a selective antagonist, which could have implications in the treatment of various conditions related to the muscarinic receptor system.