3989-47-7

Upstream product

• 124-63-0 methanesulfonyl chloride 
• 91-59-8 naphthalen-2-ylamine 
• 4133-35-1 6-bromo-2-tetralone 
• 1878-68-8 2-(4-bromophenyl)-acetic acid 
• 133277-09-5 6-bromo-2-oximino-1,2,3,4-tetrahydronaphthalene 
• 1132940-86-3 N-(6-bromonaphthalen-2-yl)-methanesulfonamide 
• 73183-34-3 bis(pinacol)diborane 
• 7499-66-3 6-Bromonaphthalen-2-amine 
• 15231-91-1 6-bromo-naphthalen-2-ol 
• 32316-92-0 naphthalene-2-boronic acid 
• 624-90-8 Methanesulfonyl azide 

Downstream Products

• 1454880-62-6 N-(1-(2,5-cimethylphenyl)naphthalen-2-yl)methanesulfonamide 
• 1454880-68-2 1-(2,5-bimethylphenyl)naphthalen-2-amine 

Relevant academic research and scientific papers

ION CHANNEL ANTAGONISTS/BLOCKERS AND USES THEREOF

Provided are ion channel antagonists/blockers and uses thereof. Specifically, it provides the compounds of formula (I) or pharmaceutically acceptable salts, stereoisomers, solvates or prodrugs, preparation method therefor and application thereof. Definition of each group in the formula can be found in the specification for details. Provided is also pharmaceutical composition useful for treatment of heart disease and other ion channel related diseases.

Discovery and Development of Metal-Catalyzed Coupling Reactions in the Synthesis of Dasabuvir, an HCV-Polymerase Inhibitor

Dasabuvir (1) is an HCV polymerase inhibitor which has been developed as a part of a three-component direct-acting antiviral combination therapy. During the course of the development of the synthetic route, two novel coupling reactions were developed. First, the copper-catalyzed coupling of uracil with aryl iodides, employing picolinamide 16 as the ligand, was discovered. Later, the palladium-catalyzed sulfonamidation of aryl nonaflate 33 was developed, promoted by electron-rich palladium complexes, including the novel phosphine ligand, VincePhos (50). This made possible a convergent, highly efficient synthesis of dasabuvir that significantly reduced the mutagenic impurity burden of the process.

Metal-free synthesis of 2-aminonaphthalenes by intramolecular transannulation of 1-sulfonyl-4-(2-alkenylphenyl)-1,2,3-triazoles

A facile metal-free synthesis of naphthalenes by intramolecular transannulation of 1-sulfonyl-4-(2-alkenylphenyl)-1,2,3-triazoles was realized. The in situ formed ketenimine was proposed as the key intermediate, and the desired 2-aminonaphthalenes were generated in up to 87% yield in refluxing 1,2-dichloroethane without any catalyst or additive.

Copper-catalyzed Chan-Lam Coupling between Sulfonyl Azides and Boronic acids at room temperature

A mild and efficient method for the synthesis of N-arylsulfonamides in the presence of 10 mol % of CuCl is demonstrated. The reaction proceeds readily at room temperature in an open flask using a variety of sulfonyl azides and boronic acids without any base, ligand, or additive.

A convenient reductive deamination (hydrodeamination) of aromatic amines

Reductive deamination (hydrodeamination) of aromatic amines can be conveniently carried out by amination of the corresponding arylamine methanesulfonamides using chloroamine under alkaline conditions. The intermediate aryl methanesulfonylhydrazines directly eliminate methanesulfinic acid, affording diazenes which extrude nitrogen affording the desired deaminated products. Both sulfonamide formation and reduction reactions occur in high yield and are compatible with a variety of functional groups.