6516-53-6

Basic information

• Product Name: Pyridinium, 3-cyano-1-(phenylmethyl)-, bromide
• CAS NO: 6516-53-6
• Molecular Formula: C13H11N2.Br
• Molecular Weight: 275.148
• Mol File: 6516-53-6.mol
• Article Data: 10

Chemical Properties

• CAS DataBase Reference: Pyridinium, 3-cyano-1-(phenylmethyl)-, bromide(CAS DataBase Reference)
• NIST Chemistry Reference: Pyridinium, 3-cyano-1-(phenylmethyl)-, bromide(6516-53-6)
• EPA Substance Registry System: Pyridinium, 3-cyano-1-(phenylmethyl)-, bromide(6516-53-6)

Safety Data

• Hazardous Substances Data: 6516-53-6(Hazardous Substances Data)

Upstream product

• 100-54-9 pyridine-3-carbonitrile 
• 100-39-0 benzyl bromide 
• 128270-13-3 1-Benzyl-4-hydroxy-1,4-dihydro-pyridine-3-carbonitrile 
• 37589-77-8 1-benzyl-1,4-dihydropyridine-3-carbonitrile 
• 38559-35-2 3,10-dimethyl-5-deazaisoalloxazine 
• 64433-61-0 5-benzylphenanthridin-5-ium bromide 

Downstream Products

• 37589-77-8 1-benzyl-1,4-dihydropyridine-3-carbonitrile 
• 128270-13-3 1-Benzyl-4-hydroxy-1,4-dihydro-pyridine-3-carbonitrile 
• 38559-35-2 3,10-dimethyl-5-deazaisoalloxazine 

Relevant articles and documents

Asymmetric Dearomative Cascade Multiple Functionalizations of Activated N-Alkylpyridinium and N-Alkylquinolinium Salts

An enantioselective cascade reaction of N-alkylpyridinium and -quinolinium salts with o-hydroxybenzylideneacetones to access fused polyheterocycles through cross dienamine-mediated addition followed by trapping of the dearomatized enamine-type intermediates and aminal formation has been developed. A cascade assembly of N-benzyl-4-methylpyridinium salt and cyclic 2,4-dienones is further disclosed to give bridged frameworks via repetitive dearomatization and aromatization activation.

Nucleophilic Dearomatization of Pyridines under Enamine Catalysis: Regio-, Diastereo-, and Enantioselective Addition of Aldehydes to Activated N-Alkylpyridinium Salts

Catalytic addition of chiral enamines to azinium salts is a powerful tool for the synthesis of enantioenriched heterocycles. An unprecedented asymmetric dearomative addition of aldehydes to activated N-alkylpyridinium salts is presented. The process exhibits complete C-4 regioselectivity along with high levels of diastereo- and enantiocontrol, achieving a high-yielding synthesis of a broad range of optically active 1,4-dihydropyridines. Moreover, the presented methodology enables the synthesis of functionalized octahydropyrrolo[2,3-c]pyridines, the core structure of anticancer peptidomimetics.

Pyridinium salts - Versatile reagents for the regioselective synthesis of functionalized thiazocino[2,3-b]indoles by tandem dinucleophilic reactions of thiooxindoles

The reaction of thiooxindoles with various 2- and 3-substituted pyridinium salts afforded a variety of functionalized thiazocinoindoles. The products have been prepared in good to excellent yields by regioselective dinucleophilic C/S-cyclocondensation of