533867-29-7

Upstream product

• 26197-93-3 p-bromothiobanzamide 
• 383-53-9 2-bromo-1-[4-(trifluoromethyl)phenyl]ethanone 
• 623-00-7 4-bromobenzenecarbonitrile 
• 709-63-7 1-(4-trifluoromethylphenyl)ethanone 

Downstream Products

• 533867-33-3 2-(4-bromo-phenyl)-4-(4-trifluoromethyl-phenyl)-5-trimethylsilylthiazole 
• 533867-50-4 (R)-N-(2-hydroxy-2-pyridin-3-yl-ethyl)-2-(4-{4-[4-trifluoromethyl-phenyl-thiazol-2-yl]-benzenesulfonylamino}-phenyl)-acetamide 
• 446883-84-7 4-[4-(4-trifluoromethyl-phenyl)-thiazol-2-yl]-bezenesulfonyl chloride 

Relevant academic research and scientific papers

Practical routes to the triarylsulfonyl chloride intermediate of a β3 adrenergic receptor agonist

A β3 adrenergic receptor agonist was prepared on a multi-kilogram scale in high yield and purity via a convergent synthesis. A key intermediate in this synthesis was an arylthiazolylbenzenesulfonyl chloride. The triaryl segment of this sulfonyl chloride was assembled at the thiazole ring via coupling of α-haloketone and thiobenzamide precursors (Hantzsch synthesis). Three strategies for introducing the para-sulfonyl chloride moiety were developed and evaluated. The sulfonation/chlorination and diazotization/chlorosulfonylation routes were found the most efficient.