1338248-81-9

Basic information

• Product Name: 5-methyl-3-phenylimidazo[1,2-a]pyridine
• Synonyms: 5-methyl-3-phenylimidazo[1,2-a]pyridine
• CAS NO: 1338248-81-9
• Molecular Weight: 208.263
• Mol File: 1338248-81-9.mol
• Article Data: 8

Chemical Properties

• CAS DataBase Reference: 5-methyl-3-phenylimidazo[1,2-a]pyridine(CAS DataBase Reference)
• NIST Chemistry Reference: 5-methyl-3-phenylimidazo[1,2-a]pyridine(1338248-81-9)
• EPA Substance Registry System: 5-methyl-3-phenylimidazo[1,2-a]pyridine(1338248-81-9)

Safety Data

• Hazardous Substances Data: 1338248-81-9(Hazardous Substances Data)

Upstream product

• 108-86-1 bromobenzene 
• 933-69-7 5-methylimidazo[1,2-a]pyridine 
• 17763-67-6 Phenyl triflate 
• 1824-81-3 2-Amino-6-methylpyridine 
• 536-74-3 phenylacetylene 
• 122-78-1 phenylacetaldehyde 
• 5315-25-3 2-bromo-6-methylpyridine 
• 6624-45-9 5-methyltetrazolo[1,5-a]pyridine 
• 98-80-6 phenylboronic acid 
• 7436-90-0 2,2-dibromostyrene 

Relevant articles and documents

Iron(II)-Based Metalloradical Activation: Switch from Traditional Click Chemistry to Denitrogenative Annulation

A unique concept for the intermolecular denitrogenative annulation of 1,2,3,4-tetrazoles and alkynes was discovered by using a catalytic amount of Fe(TPP)Cl and Zn dust. The reaction precludes the traditional, more favored click reaction between an organic azide and alkynes, and instead proceeds by an unprecedented metalloradical activation. The method is anticipated to advance access to the construction of important basic nitrogen heterocycles, which will in turn enable discoveries of new drug candidates.

Enantioselective Hydrogenation of Imidazo[1,2-a]pyridines

The enantioselective synthesis of tetrahydroimidazo[1,2-a]pyridines by direct hydrogenation was achieved using a ruthenium/N-heterocyclic carbene (NHC) catalyst. The reaction forgoes the need for protecting or activating groups, proceeds with complete regioselectivity, good to excellent yields, enantiomeric ratios of up to 98:2, and tolerates a broad range of functional groups. 5,6,7,8-Tetrahydroimidazo[1,2-a]pyridines, which are found in numerous bioactive molecules, were directly obtained by this method, and its applicability was demonstrated by the (formal) synthesis of several functional molecules.

Room-temperature transition-metal-free one-pot synthesis of 3-aryl imidazo[1,2- a ]pyridines via iodo-hemiaminal intermediate

A mild and efficient one-pot synthesis of 3-aryl imidazo[1,2-a]pyridines in up to 88% yield was developed. An adduct was formed after the simple mixing of 2-amino-4-methylpyridine, 2-phenylacetaldehyde, and N-iodosuccinimide in CH2Cl2, and the structure of the adduct was characterized by 2D NMR, IR, and high-resolution mass analysis. The adduct was readily cyclized by treatment with a saturated aqueous solution of NaHCO3. The reactions proceeded to completion after several hours at room temperature.