34658-66-7
2-(4-Bromophenyl)imidazo[1,2-a]pyridine
CAS: 34658-66-7
Molecular Formula: C13H9BrN2
34658-66-7 - Names and Identifiers
34658-66-7 - 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 |
34658-66-7 - 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 |
34658-66-7 - 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
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