|
|
| | 6-Bromoimidazo[1,2-a]pyridine Basic information |
| Product Name: | 6-Bromoimidazo[1,2-a]pyridine | | Synonyms: | BUTTPARK 154\50-43;6-BROMOIMIDAZO[1,2-A]PYRIDINE;6-BROMO-INIDAZO[1,2-A]-PYRIDINE;6- BROMINE IMIDAZOLYL [ 1,2-A ] PYRIDINE;6-Bromoimidazo[1,2-a]pyri...;6-BroMoiMidazolo[1,2-a]pyridine;IMidazo[1,2-a]pyridine, 6-broMo-;6-BroMo IMidazole[1,2-a]Pyridine | | CAS: | 6188-23-4 | | MF: | C7H5BrN2 | | MW: | 197.03 | | EINECS: | 689-291-9 | | Product Categories: | Heterocycle-Pyridine series;CHIRAL CHEMICALS;Building Blocks;Imidazo[x,x-y]pyridine;blocks;Bromides;Imidazoles;Pyridines | | Mol File: | 6188-23-4.mol | ![6-Bromoimidazo[1,2-a]pyridine Structure](CAS/GIF/6188-23-4.gif) |
| | 6-Bromoimidazo[1,2-a]pyridine Chemical Properties |
| Melting point | 76-78 °C | | Boiling point | 165 °C(Press: 1.5 Torr) | | density | 1.69±0.1 g/cm3(Predicted) | | storage temp. | Inert atmosphere,Room Temperature | | pka | 5.10±0.50(Predicted) | | form | crystalline needles | | color | Faint beige | | Water Solubility | slightly soluble in water. | | InChI | InChI=1S/C7H5BrN2/c8-6-1-2-7-9-3-4-10(7)5-6/h1-5H | | InChIKey | FXPMFQUOGYGTAM-UHFFFAOYSA-N | | SMILES | C12=NC=CN1C=C(Br)C=C2 | | CAS DataBase Reference | 6188-23-4(CAS DataBase Reference) |
| Hazard Codes | Xn | | Risk Statements | 22-36/37/38 | | Safety Statements | 22-26-36/37/39 | | WGK Germany | 3 | | Hazard Note | Harmful | | HazardClass | IRRITANT | | HS Code | 2933998090 |
| | 6-Bromoimidazo[1,2-a]pyridine Usage And Synthesis |
| Chemical Properties | White crystalline powder | | Uses | It is used in organic syntheses and as pharmaceutical intermediates. The best results were obtained with lactams that could be introduced on the 6-bromoimidazo[1,2-a]pyridine. 1,2-dihydro-5-imidazo [1,2-a]pyridin-6-yl-6-methyl-2-oxo-3-pyridinecarbonitrile hydrochloride monohydrate 6 was synthesized in 5 steps from 6-bromoimidazo[1,2-a] pyridine using [2- 14 C] cyanoacetamide as the source of the radiolabel. | | Synthesis | (1) Preparation of 6-bromoimidazo[1,2-a]pyridine (4): 2.00 g of 2-amino-5-bromopyridine (3) was dissolved in 35 mL of ethanol, and 2.52 mL of 6.1 mol/L aqueous chloroacetaldehyde solution was added. The reaction mixture was heated to reflux for 3 hours. After completion of the reaction, the reaction mixture was concentrated and saturated aqueous NaHCO3 solution was added to the residue and extracted with ethyl acetate. After conventional post-treatment, 2.30 g of 6-bromoimidazo[1,2-a]pyridine was obtained as a brown powder (yield: 100%).LCMS (ESI) m/z (M + H)+: 368.93. | | References | [1] Patent: US2011/98471, 2011, A1. Location in patent: Page/Page column 56
[2] Patent: US2014/134133, 2014, A1. Location in patent: Paragraph 0399
[3] Patent: WO2012/116237, 2012, A2. Location in patent: Page/Page column 118
[4] Patent: US2015/320727, 2015, A1. Location in patent: Paragraph 0553; 0554
[5] Patent: WO2008/14219, 2008, A2. Location in patent: Page/Page column 44-45 |
| | 6-Bromoimidazo[1,2-a]pyridine Preparation Products And Raw materials |
|