606080-45-9

Upstream product

• 606080-43-7 methyl 2-cyano-5-fluorobenzoate 
• 24424-99-5 di-tert-butyl dicarbonate 
• 606080-44-8 methyl-2-(aminomethyl)-5-fluorobenzoate hydrochloride 

Downstream Products

• 870562-27-9 methyl 2-(aminomethyl)-5-fluorobenzoate trifluoroacetic acid salt 
• 1480815-63-1 5-(5-(2-((aminomethyl)-5-fluorobenzamido)-N-methyl)pentyl)sulfonamido-8-hydroxy-1,6-naphthyridine-7-carboxylic acid hydrochloride 
• 1480815-60-8 5-(5-(2-(((tert-butoxycarbonyl)amino)methyl)-5-fluorobenzamido)-N-methylpentylsulfonamido)-8-hydroxy-1,6-naphthyridine-7-carboxylic acid 
• 1480815-58-4 ethyl 5-(5-(2-(((tert-butoxycarbonyl)amino)methyl)-5-fluorobenzamido)-N-methylpentylsulfonamido)-8-hydroxy-1,6-naphthyridine-7-carboxylate 
• 1480815-57-3 tert-butyl 4-fluoro-2-((5-(N-methylsulfamoyl)pentyl)carbamoyl)benzylcarbamate 
• 606080-59-5 2-(((tert-butoxycarbonyl)amino)methyl)-5-fluorobenzoic acid 
• 569354-59-2 N-methyl 2-t-butyloxycarbonylaminomethyl-5-fluorobenzenecarboxamide 

Relevant academic research and scientific papers

Copper-catalyzed C-N coupling in the synthesis of integrase inhibitors of immunodeficiency viruses

This contribution describes the total synthesis of a complex macrocyclic integrase inhibitor, a key enzyme involved in the infection process of various immunodeficiency viruses. The key transformation of the synthetic strategy was the selective C-N coupling of a sulfonamide to a heteroaryl bromide in the presence of potentially competing amide and carbamate functionalities. The transformation was accomplished with CuI catalysis using bypiridine as the ligand in the presence of base and enabled a convergent approach to the target molecule.

Preparation of 2-aminomethyl-5-fluorobenzamides

Benzamide compounds of Formula VII are prepared by reacting a benzoate compound of Formula V with an amine to obtain a benzamide compound of Formula VI, and then treating the benzamide VI with an amine deprotecting agent to obtain the benzamide VII; where