791856-68-3

Basic information

• Product Name: 6-(4-bromophenyl)-1,2,3,4-tetrahydro-1,5-naphthyridine
• Synonyms: 6-(4-bromophenyl)-1,2,3,4-tetrahydro-1,5-naphthyridine
• CAS NO: 791856-68-3
• Molecular Weight: 289.175
• Mol File: 791856-68-3.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 6-(4-bromophenyl)-1,2,3,4-tetrahydro-1,5-naphthyridine(CAS DataBase Reference)
• NIST Chemistry Reference: 6-(4-bromophenyl)-1,2,3,4-tetrahydro-1,5-naphthyridine(791856-68-3)
• EPA Substance Registry System: 6-(4-bromophenyl)-1,2,3,4-tetrahydro-1,5-naphthyridine(791856-68-3)

Safety Data

• Hazardous Substances Data: 791856-68-3(Hazardous Substances Data)

Upstream product

• 791856-54-7 5-(4-bromophenyl)-3-(3-(2-phenylimidazol-1-yl)propyl)-1,2,4-triazine 
• 5195-29-9 4-bromophenylglyoxal 
• 198549-14-3 4-(2-phenylimidazol-1-yl)butanoyl hydrazide 
• 791856-59-2 4-(2-phenylimidazol-1-yl)thiobutyramide 
• 198549-12-1 4-(2-phenyl-1H-imidazol-1-yl)butanenitrile 

Downstream Products

• 944152-95-8 (+)-(S)-6-(4-bromophenyl)-1-(2,3-epoxypropyl)-1,2,3,4-tetrahydro-1,5-naphthyridine 
• 944152-87-8 (+)-(S)-6-(4-bromophenyl)-1-(3-chloro-2-hydroxypropyl)-1,2,3,4-tetrahydro-1,5-naphthyridine 

Relevant articles and documents

Intramolecular inverse-electron-demand Diels-Alder reactions of imidazoles with 1,2,4-triazines: A new route to 1,2,3,4-tetrahydro-1,5-naphthyridines and related heterocycles

The intramolecular inverse-electron-demand Diels-Alder reaction between imidazoles and 1,2,4-triazines linked by a trimethylene tether from the imidazole N1 position to the triazine C3 proceed in excellent yields to produce 1,2,3,4-tetrahydro-1,5-naphthyridines. The reaction proceeds by a cycloaddition with subsequent loss of nitrogen, followed by a presumed stepwise loss of a nitrile. The analogous intramolecular cycloadditions employing a tetramethylene tether also proceeded to give 2,3,4,5-tetrahydro-1H-pyrido[3,2-b]azepines in acceptable yields. The reaction to produce the tetrahydro-1,5-naphthyridines can also be promoted with microwave irradiation.