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| | 8-BROMO-IMIDAZO[1,2-A]PYRIDINE Basic information |
| | 8-BROMO-IMIDAZO[1,2-A]PYRIDINE Chemical Properties |
| Melting point | 70-75℃ | | density | 1.69 | | storage temp. | Keep in dark place,Sealed in dry,Room Temperature | | form | solid | | pka | 3.85±0.50(Predicted) | | Appearance | Light yellow to green yellow Solid | | InChI | InChI=1S/C7H5BrN2/c8-6-2-1-4-10-5-3-9-7(6)10/h1-5H | | InChIKey | GCCVNNZARPFXES-UHFFFAOYSA-N | | SMILES | C12=NC=CN1C=CC=C2Br | | CAS DataBase Reference | 850349-02-9 |
| WGK Germany | 3 | | HazardClass | IRRITANT | | HS Code | 2933599590 | | Storage Class | 11 - Combustible Solids |
| | 8-BROMO-IMIDAZO[1,2-A]PYRIDINE Usage And Synthesis |
| Synthesis | The general procedure for the synthesis of 8-bromo-imidazo[1,2-A]pyridine from chloroacetaldehyde and 2-amino-3-bromopyridine was as follows: 2-amino-3-bromopyridine (5.00 g, 28.9 mmol) was dissolved in ethanol (100 mL), and sodium bicarbonate (3.64 g, 43.3 mmol) and 2-chloroacetaldehyde (7.1 mL, 43 mmol) were added sequentially. The reaction mixture was heated under reflux conditions with stirring for 4 hours. Upon completion of the reaction, the mixture was allowed to cool to room temperature and the solvent was subsequently removed by evaporation under reduced pressure. Water was added to the residue and extracted with ethyl acetate. The organic layers were combined, washed with saturated brine, dried over anhydrous sodium sulfate and filtered. The filtrate was concentrated under reduced pressure to give the crude product. The crude product was purified by silica gel column chromatography (eluent ratio: n-hexane/ethyl acetate=70:30→40:60) to afford the target compound 8-bromoimidazo[1,2-a]pyridine (5.71 g, quantitative yield). | | References | [1] Patent: EP3351533, 2018, A1. Location in patent: Paragraph 0524
[2] Patent: JP2018/145180, 2018, A. Location in patent: Paragraph 0490
[3] Journal of Medicinal Chemistry, 2012, vol. 55, # 21, p. 9089 - 9106,18
[4] Patent: WO2016/206101, 2016, A1. Location in patent: Page/Page column 84 |
| | 8-BROMO-IMIDAZO[1,2-A]PYRIDINE Preparation Products And Raw materials |
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