49667-34-7

Basic information

• Product Name: 3,5-diphenylpyridin-2(1H)-one
• Synonyms: 3,5-diphenylpyridin-2(1H)-one
• CAS NO: 49667-34-7
• Molecular Weight: 247.296
• Mol File: 49667-34-7.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: 3,5-diphenylpyridin-2(1H)-one(CAS DataBase Reference)
• NIST Chemistry Reference: 3,5-diphenylpyridin-2(1H)-one(49667-34-7)
• EPA Substance Registry System: 3,5-diphenylpyridin-2(1H)-one(49667-34-7)

Safety Data

• Hazardous Substances Data: 49667-34-7(Hazardous Substances Data)

Upstream product

• 13472-81-6 3,5-dibromo-2-hydroxypyridine 
• 882029-80-3 p-toluenesulfonic acid 3,5-dibromo(pyridin-2-yl) ester 
• 75806-85-8 2,3,5-tribromopyridine 
• 1415212-78-0 3,5-diphenyl-2-methoxypyridine 
• 26829-64-1 (E)-cinnamoyl azide 

Downstream Products

• 1415212-79-1 C₂₃H₁₇NO 

Relevant articles and documents

Synthesis of Trisubstituted Pyridines via Chemoselective Suzuki–Miyaura Coupling of 3,5- and 4,6-Dibromo-2-tosyloxypyridines

Chemoselective Suzuki–Miyaura reactions on 3,5- and 4,6-dibromo-2-tosyloxypyridines have been studied for the preparation of trisubstituted pyridines. The optimized conditions allow for a facile access to 3,5- and 4,6-diaryl-2-tosyloxypyridines in yields of 8 to 99%. Further functionalization such as palladium-catalyzed amination and copper-free Sonogashira reaction of the tosylate group in the diarylpyridine derivatives obtained was accomplished for the synthesis of novel and biologically relevant trisubstituted pyridines. The formal synthesis of ficuseptine, a bioactive alkaloid, has also been achieved via the palladium-catalyzed cross-coupling reaction of 3,5-dibromo-2-tosyloxypyridine in 5 steps from 3,5-dibromo-2-hydroxypyridine with 50% overall yield. (Figure presented.).

Use of the curtius rearrangement of acryloyl azides in the synthesis of 3,5-disubstituted pyridines: Mechanistic studies

A series of disubstituted pyridine derivatives was synthesized from the corresponding acryloyl azides by acetic acid-promoted cycloaddition. This represents a novel and convenient synthetic approach to the symmetric 3,5-disubstituted pyridines. The nature of the substituent on the double bond and the utilized solvent were found to be crucial to the yield of pyridines. The reactivity of the acid-promoted cycloaddition increases with the presence of aryl groups, such as phenyl and pyridinyl. We also explored the comprehensive mechanism by the acid-promoted cycloaddition of 13C-labeled cinnamoyl azide. The symmetric 3,5-disubstituted pyridines were synthesized from acryloyl azides by acetic acid-promoted trimolecular condensation.