Convergent synthesis of two 14C-labeled β3-adrenergic receptor agonists

✍ Scribed by Boris A. Czeskis; William J. Wheeler; Dean K. Clodfelter

• Publisher: John Wiley and Sons
• Year: 2006
• Tongue: French
• Weight: 148 KB
• Volume: 49
• Category: Article
• ISSN: 0022-2135
• DOI: 10.1002/jlcr.1086

✦ Synopsis

The synthesis of b 3 -adrenergic receptor agonists A and B with radiolabeled amide fragment, required for drug disposition studies, was accomplished based on initial formation of 2-(4-(2-amino-2-methylpropyl)phenoxy)-5-[ 14 C]-cyanopyridine by the reaction of 2-bromo-5-iodopyridine with para-substituted phenol, and following cyanation of aromatic iodide with potassium cyanide-[ 14 C]. After the coupling of the resulted amine with glycidyl derivatives of 4-hydroxyindole and 4-hydroxycarbazole, the corresponding nitriles were hydrolyzed with basic hydrogen peroxide to obtain target amides A and B.