1422252-48-9

Upstream product

• 110-86-1 pyridine 
• 1422252-47-8 1-(4-(2-(trifluoromethyl)phenyl)pyridin-1(4H)-yl)ethanone 
• 392-83-6 o-trifluoromethylphenyl bromide 

Downstream Products

• 1422252-49-0 1-(4-(4-bromo-2-(trifluoromethyl)phenyl)piperidin-1-yl)ethanone 
• 1422252-51-4 C₁₄H₁₅BrF₃NO 
• 1422252-52-5 C₁₄H₁₄Br₂F₃NO 
• 1204331-63-4 4-(1-acetylpiperidin-4-yl)-3-(trifluoromethyl)methylbenzoate 
• 1422252-53-6 C₁₅H₁₆F₃NO₃ 
• 1204329-34-9 4-(1-acetylpiperidin-4-yl)-N-(diaminomethylene)-3-(trifluoromethyl)benzamide 
• 1422252-46-7 C₁₆H₁₉F₃N₄O₂*ClH 

Relevant academic research and scientific papers

Synthesis of a sodium-hydrogen exchange type 1 inhibitor: An efficient Cu-catalyzed conjugated addition of a Grignard reagent to an acetyl pyridinium salt

A facile and economical five-step process for the synthesis of a sodium-hydrogen exchange type I inhibitor (NHE-1) was developed from readily available starting materials in 43% overall yield. Key transformations included a highly efficient copper-catalyzed conjugate addition of 2- trifluoromethylphenyl Grignard reagents to acetyl pyridinium salts, a facile hydrogenation of 4-aryl dihydropyridines, a regioselective aromatic bromination, an efficient palladium-catalyzed carbonylation of aryl bromides, and a high-yielding acyl guanidine formation. A safe and scalable protocol for preparation of 2-trifluoromethyl phenyl Grignard reagent was developed, and a facile method for controlling the palladium content with N-acetyl-L-cysteine as the scavenger was demonstrated. Process issues in controlling the formation of a key diacylation side product during acyl guanidine formation are also addressed.