1083-25-6

Usage

Structure

Aromatic ring structure with a 1-phenyl-ethanone group and a 6-methylpyridin-2-yl group

Type of compound

Ketone compound

Usage

Commonly used in pharmaceutical and organic synthesis processes as a key intermediate in the production of various drugs and organic compounds. Utilized in research and development activities in the chemical and pharmaceutical industries.

Applications

Various potential applications in the field of medicinal chemistry due to its unique chemical properties and structure.

Importance

An important and versatile compound in the chemical and pharmaceutical industries.

InChI:InChI=1/C14H13NO/c1-11-6-5-9-13(15-11)10-14(16)12-7-3-2-4-8-12/h2-9H,10H2,1H3

Upstream product

• 108-48-5 2,6-dimethylpyridine 
• 96206-92-7 2-methyl-6-(phenylethynyl)pyridine 
• 98-88-4 benzoyl chloride 
• 100-47-0 benzonitrile 
• 75-36-5 acetyl chloride 
• 93-97-0 benzoic acid anhydride 
• 857432-57-6 2-(α,β-dibromo-phenethyl)-6-methyl-pyridine 
• 408521-77-7 (Ξ)-1-benzoyloxy-2-(6-methyl-[2]pyridyl)-1-phenyl-ethene 

Downstream Products

• 1282608-33-6 C₂₂H₂₂N₂ 
• 1282608-34-7 C₂₆H₃₀N₂ 
• 106932-31-4 bis(methyl-6 pyridiyl-2)-1,3 diphenyl-2,4 butene-2 dione-1,4 
• 106932-32-5 bis(methyl-6 pyridiyl-2)-2,3 diphenyl-1,4 butene-2 dione-1,4 

Relevant academic research and scientific papers

PYRIDINES. XIV - ACYLATION DE PYRIDYL-LITHIOENAMIDINES. SYNTHESE DE PYRIDYL-N-ACYLENAMIDINES ET DE PYRIDYLPYRIMIDONES-4.

The mixture of PhLi:di- or tri-methylpyridine 1:PhCN:RCOCl (R = Me, Ph, EtO, Me2N) or PHCO2Me (molar ratio 3:1:3:3) leads through the intermediates primary lithioenamines 3 and lithioenamidines 4, to acylated products, N-acylenamines (enamides) 5, β-diketones and β-ketoesters 6, C-acylenamides 7, N-acyleneamidines 8 and their cyclization derivatives, pyridylhydroxypyrimidines 10 (yield up to 60 percent) and pyridyldihydropyrimidones 11 (yield up to 10 percent).Distillation of the crude extract leads to naphthyridones 12 (yield up to 10 percent) which result from thermocyclization of the enamides 5f, 5g and 7f.Various by-products are isolated such as N,N-dimethyl-N',N'-diphenylmethyleneurea resulting from N-lithiodiphenylketimine and phenacylpyridines 13.Crotonization and oxidation of the latter compounds lead to the aza-analogues 14, 15 of dibenzoylstilbenes.

PYRIDINES, PARTIE X - SYNTHESE DE PYRIDYL- ET QUINOLYLENAMIDINES PAR CONDENSATION ENTRE COMPOSES ORGANOLITHIENS ET BENZONITRILE. NOVEAUX INTERMEDIAIRES POUR REACTIONS D'HETEROCYCLISATION

A series of methylpyridyl- and (methyl)quinolylphenylvinylbenzamidines has been synthesized by condensation of organopolylithium compounds derived from polymethylpyridines and quinolines with benzonitrile.In diethyl ether, besides the enamidines, the reaction gives enolizable ketones.Triphenylimidazole, triphenyl-s-triazine and triphenylpyrimidine are isolated in the case of benzylmagnesium chloride.Possible routes leading to the various products are suggested.In diethyl ether, the conditions wich give the enamidine derivatives in useful yields have been established.In liquid ammonia, on the contrary, no polycondensed products were isolated.The intermediate enamine and enamidine anions are trapped in diethyl ether by acetylation of the reaction mixture before hydrolysis.With benzoyl or acetyl chloride, ethyl chloroformate, various C- and N-acylated products (enolizable β-diketones, enamides, acylenamides, N-acylenamidines) and their cyclization products (pyrimidines) are obtained.The latter are also prepared from the isolated enamidines and benzoyl chlorides.