263765-67-9

Upstream product

• 229006-86-4 3-(4-methylphenyl)-6,7,8,9-tetrahydro-5H-benzocyclohepten-5-one 
• 337460-80-7 6-diethoxymethyl-3-p-tolyl-6,7,8,9-tetrahydro-benzocyclohepten-5-one 
• 263765-69-1 6-dimethoxymethyl-3-p-tolyl-6,7,8,9-tetrahydro-benzocyclohepten-5-one 

Downstream Products

• 229005-80-5 TAK-779 
• 229005-52-1 2-(4-methylphenyl)-N-(4-{[methyl(tetrahydro-2H-pyran-4-yl)amino]methyl}phenyl)-6,7-dihydro-5H-benzo[a][7]annulene-8-carboxamide 
• 229006-88-6 2-(4-methylphenyl)-6,7-dihydro-5H-benzocycloheptene-8-carboxylic acid 

Relevant academic research and scientific papers

Convenient efficient synthesis of TAK-779, a nonpeptide CCR5 antagonist: Development of preparation of various ammonium salts using trialkylphosphite and N-halogenosuccinimide

A convenient and efficient synthesis of TAK-779 (1a), a nonpeptide CCR5 antagonist, has been achieved. The new methylation of tertiary amine (2) using trimethyl phosphite and N-chlorosuccinimide, followed by the addition of HCl led to ammonium chloride (1a) in 89% isolated yield without requiring a chromatographic method. By this preparation, ammonium methanesulfonate (1e) could be obtained in 75% isolated yield.