2-(4-bromophenyl)Imidazo[1,2-ɑ]Pyridine

2-(4-bromophenyl)Imidazo[1,2-ɑ]Pyridine - Names and Identifiers

Name	2-(4-Bromophenyl)imidazo[1,2-a]pyridine
Synonyms	BUTTPARK 201-85 2-(4-broMophenyl)H-iMid 2-(4-Bromophenyl)Imidazo[1,2-]Pyridine 2-(4-Bromophenyl)imidazo[1,2-a]pyridine 2-(4-bromophenyl)Imidazo[1,2-ɑ]Pyridine 2-(4-BROMOPHENYL)IMIDAZO[1,2-A]PYRIDINE Imidazo[1,2-a]pyridine,2-(4-bromophenyl)- 2-(4-Bromo-phenyl)-imidazo[1,2-a]pyridine 2-(4-bromophenyl)H-imidazo[1,2-a]pyridine 2-(4-broMophenyl)H-iMidazo[1,2-a]pyridine Imidazo[1,2-a]pyridine, 2-(4-bromophenyl)- 3-(1-phenyl-1H-benzo[d]imidazol-2-yl) phenylboronic acid
CAS	34658-66-7
InChI	InChI=1/C13H9BrN2/c14-11-6-4-10(5-7-11)12-9-16-8-2-1-3-13(16)15-12/h1-9H

2-(4-bromophenyl)Imidazo[1,2-ɑ]Pyridine - Physico-chemical Properties

Molecular Formula	C13H9BrN2
Molar Mass	273.13
Density	1.48±0.1 g/cm3(Predicted)
Melting Point	216-220°C
Maximum wavelength(λmax)	324nm(EtOH)(lit.)
pKa	6.47±0.50(Predicted)
Storage Condition	Sealed in dry,Room Temperature
Refractive Index	1.676
MDL	MFCD00218250

2-(4-bromophenyl)Imidazo[1,2-ɑ]Pyridine - Risk and Safety

Hazard Symbols	Xn - Harmful
Risk Codes	R22 - Harmful if swallowed R37/38 - Irritating to respiratory system and skin. R41 - Risk of serious damage to eyes
Safety Description	S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S36/37/39 - Wear suitable protective clothing, gloves and eye/face protection.
WGK Germany	3

2-(4-bromophenyl)Imidazo[1,2-ɑ]Pyridine - Reference Information

Application

2-(4-bromophenyl) imidazo [1,2-a] pyridine is used as a pharmaceutical intermediate. Imidazopyridine compounds are very important nitrogen-containing fused heterocyclic compounds, because of its specific physiological activity and structural similarity with indole, azanindole, etc., it has become a research hotspot of organic chemists and medicinal chemists. Many imidazopyridine compounds have obvious inhibitory effects on many target enzymes, and have antiviral, antibacterial, antimicrobial and anti-cytokinin activities. Some imidazopyridine compounds can be used for the treatment of gastric ulcer, diabetes and psychosis Drugs, especially in the treatment of tumors have significant effects. At present, reports on imidazopyridine derivatives are increasing day by day, mainly focusing on the synthesis method and biological activity. Common imidazopyridine compounds include imidazo [4,5-b] pyridine, imidazo [4,5-c] pyridine, imidazo [1,2-a] pyridine and imidazo [1,5-a] pyridine and other types.

Preparation

Imidazo [1,2-a] pyridine, 2-aminopyridine reacts with α-halogenated saturated carbonyl compound to form pyridine salt, and then one molecule of water or alcohol is removed to form imidazo [1,2-a] pyridine compound [1]. The synthesis reaction formula is as follows: 2-(4-bromophenyl) imidazolo [1,2-a] pyridine synthesis reaction formula Take a dry two-port reaction tube, add a magnetic stirrer, and sequentially add 2-aminopyridine and 2,4 '-dibromoacetophenone to the reaction tube, then add toluene to the reaction tube, stir at room temperature for 5 minutes, and connect to a condensation reflux tube; then put the reaction tube into an oil bath, and raise the temperature to 110 ℃, continue to react for about 12 hours. Use thin layer chromatography to monitor the reaction until 2-aminopyridine disappears and stop the reaction. The reaction liquid is cooled to room temperature, then the reaction liquid is transferred to a separatory funnel, water is added, and ethyl acetate is used as the extractant for extraction. After the extraction is completed, the ethyl acetate layer is dried with anhydrous sodium sulfate; spin the ethyl acetate solution, 200-300 mesh silica gel is used as the stationary phase, and the mixture of petroleum ether acetate is used as the eluent. 2-(4-bromophenyl) imidazolo [1,2-a] pyridine is obtained by column chromatography separation.

Last Update：2024-04-09 20:49:11