1087036-68-7

Basic information

• Product Name: N-[(3'-bromo-5'-(4''-methoxyphenyl))pyridin-2'-yl]pyridinium aminide
• Synonyms: N-[(3'-bromo-5'-(4''-methoxyphenyl))pyridin-2'-yl]pyridinium aminide
• CAS NO: 1087036-68-7
• Molecular Weight: 356.222
• Mol File: 1087036-68-7.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: N-[(3'-bromo-5'-(4''-methoxyphenyl))pyridin-2'-yl]pyridinium aminide(CAS DataBase Reference)
• NIST Chemistry Reference: N-[(3'-bromo-5'-(4''-methoxyphenyl))pyridin-2'-yl]pyridinium aminide(1087036-68-7)
• EPA Substance Registry System: N-[(3'-bromo-5'-(4''-methoxyphenyl))pyridin-2'-yl]pyridinium aminide(1087036-68-7)

Safety Data

• Hazardous Substances Data: 1087036-68-7(Hazardous Substances Data)

Upstream product

• 808750-49-4 N-[5-(4-methoxylphenyl)pyridin-2-yl]pyridinium aminide 

Downstream Products

• 503536-75-2 5-(4-methoxyphenyl)-pyridin-2-ylamine 
• 1087037-21-5 3-(4''-methoxyphenyl)-dipyrido[1,2-b;3',2'-d]pyrazole 
• 1087036-96-1 N-[(3'-bromo-5'-(4''-methylphenyl)pyridin-2'-yl)-(4'''-methylbenzoyl)-amino]pyridinium chloride 
• 1224592-68-0 N-[3-(3,5-dimethylphenyl)-5-(4-methoxyphenyl)pyridin-2-yl]pyridinium aminide 
• 1224592-69-1 N-[5-(4-methoxyphenyl)-3-(pyridin-3-yl)pyridin-2-yl]pyridinium aminide 

Relevant articles and documents

Pd-catalyzed reactions on pyridinium N-heteroarylaminides. Step-by-step synthesis of 3,5-unsymmetrically disubstituted 2-aminopyridines

Suzuki-Miyaura cross-coupling processes on N-pyridinium bromoazinyl aminides allow access to 3,5-disubstituted N-alkyl-2-aminopyridines. The synthetic pathway involves a regioselective bromination of pyridinium N-(pyridin-2-yl)aminide and a subsequent reaction with boronic acids to afford monosubstituted aminides in good yields. An additional bromination in the 5-position of the pyridine ring followed by a coupling reaction gives pyridinium N-(3,5-diarylpyridin-2-yl)aminides. Finally, a regioselective alkylation on the exo-nitrogen and reduction of the N-N bond yields highly substituted 2-aminopyridines.