34658-68-9

Basic information

• Product Name: Imidazo[1,2-a]pyridine, 3-methyl-2-phenyl-
• Synonyms: 2-Phenyl-3-methylimidazo<1,2-a>pyridin
• CAS NO: 34658-68-9
• Molecular Formula: C14H12N2
• Molecular Weight: 208.263
• Mol File: 34658-68-9.mol
• Article Data: 26

Chemical Properties

• CAS DataBase Reference: Imidazo[1,2-a]pyridine, 3-methyl-2-phenyl-(CAS DataBase Reference)
• NIST Chemistry Reference: Imidazo[1,2-a]pyridine, 3-methyl-2-phenyl-(34658-68-9)
• EPA Substance Registry System: Imidazo[1,2-a]pyridine, 3-methyl-2-phenyl-(34658-68-9)

Safety Data

• Hazardous Substances Data: 34658-68-9(Hazardous Substances Data)

Upstream product

• 13061-96-6 dihydroxy-methyl-borane 
• 64413-90-7 3-iodo-2-phenylimidazo[1,2-α]pyridine 
• 504-29-0 2-aminopyridine 
• 87456-64-2 α-tosyloxypropiophenone 
• 93-55-0 1-phenyl-propan-1-one 
• 2114-00-3 2-bromo-1-phenyl-1-propanone 
• 4105-21-9 2-phenylimidazo[1,2-a]pyridine 
• 6276-64-8 2-(1-pyridinium)-1-phenylpropanone bromide 
• 100-52-7 benzaldehyde 
• 471-25-0 Propiolic acid 
• 3592-47-0 Benzaldehyde-d 
• 705-60-2 1-phenyl-2-nitroprop-1-ene 
• 110-86-1 pyridine 
• 133145-92-3 1-phenylpropan-1-one O-acetyl oxime 

Downstream Products

• 89193-03-3 3,5-Dimethyl-2-phenylimidazo<1,2-a>pyridine 
• 89193-04-4 3,8-dimethyl-2-phenylimidazo[1,2-a]pyridine 
• 4589-12-2 N-(pyrid-2-yl)benzamide 
• 3672-39-7 2-phenylimidazo[1,2-a]pyridine-3-carbaldehyde 

Relevant articles and documents

Metal-free synthesis of aminomethylated imidazoheterocycles: dual role of tert-butyl hydroperoxide as both an oxidant and a methylene source

A novel and efficient aminomethylation approach has been developed for the regioselective functionalization of imidazoheterocycles under metal-free conditions. A wide range of imidazoheterocycles and 2/4-aminoazaheterocycles successfully provided corresponding aminomethylated imidazoheterocycles in moderate to excellent (33-80%) yields. The isotopic labelling study suggested that TBHP played a dual role as both an oxidant and a methylene source in this transformation. The developed protocol follows a radical pathway which is supported by radical trapping experiments.

CuCl2-catalyzed N[sbnd]O bond cleavage of oxime esters: Approach to imidazoheterocycles and furo[3,2-c]chromenyl fused imidazoles

An articulate approach to a diverse set of imidazoheterocycles in good to high yields via a copper-catalyzed aza-annulation of several oxime esters with a group of 2-amino-azaarenes was developed. The above cyclization reaction probably proceeds via a single electron transfer process which embodies a new technique for creating two new C[sbnd]N bonds for imidazole ring synthesis. Gratifyingly, the implementation of this chemistry could be further stretched to the synthesis of a novel class of fused imidazoles bearing a furo[3,2-c]chromene moiety via a sequential C[sbnd]N bond formation, followed by C(sp2)-H functionalization/5-endo-dig-oxacyclization (C[sbnd]C and C[sbnd]O bonds) of in situ produced fused imidazoles with cyclic enynones in the presence of copper(II) as a π-electrophilic Lewis acid catalyst.

Metal-free, base catalyzed oxidative amination and denitration reaction: Regioselective synthesis of 3-arylimidazo[1,2-a]pyridines

A metal-free, regioselective strategy for the synthesis of 3-arylimidazo[1,2-a]pyridines from β-nitrostyrenes and 2-aminopyridines using triethylamine as the catalyst and H2O2 (30% aq.) as the oxidant is reported. The use of an inexp