| Identification | Back Directory | [Name]
6-BROMO-3H-IMIDAZO[4,5-B]PYRIDINE | [CAS]
28279-49-4 | [Synonyms]
6-Bromo-4-azabenzimidazole
5-Bromo-7-azabenzimidazole
6-Bromo-4H-imidazo[4,5-b]...
6-Bromoimidazo[4,5-b]pyridine
6-BROMO-4H-IMIDAZO[4,5-B]PYRIDINE
6-BROMO-3H-IMIDAZO[4,5-B]PYRIDINE
3H-IMidazo[4,5-b]pyridine, 6-broMo-
6-Bromo-3H-imidazo[4,5-b]pyridine 96%
1H-Imidazo[4,5-b]pyridine,6-bromo-(8CI,9CI)
6-BROMO-3H-IMIDAZO[4,5-B]PYRIDINE ISO 9001：2015 REACH
6-Bromo-1H-imidazo[4,5-b]pyridine
6-Bromo-3H-imidazo[4,5-b]pyridine | [Molecular Formula]
C6H4BrN3 | [MDL Number]
MFCD08706033 | [MOL File]
28279-49-4.mol | [Molecular Weight]
198.02 |
| Chemical Properties | Back Directory | [Melting point ]
227-228℃ (water ) | [Boiling point ]
218.4±50.0 °C(Predicted) | [density ]
2.00±0.1 g/cm3(Predicted) | [storage temp. ]
Keep in dark place,Inert atmosphere,Room temperature | [form ]
solid | [pka]
7.02±0.20(Predicted) | [color ]
Light brown | [InChI]
InChI=1S/C6H4BrN3/c7-4-1-5-6(8-2-4)10-3-9-5/h1-3H,(H,8,9,10) | [InChIKey]
XPHWCAKVRKUXLK-UHFFFAOYSA-N | [SMILES]
C12NC=NC1=CC(Br)=CN=2 |
| Questions And Answer | Back Directory | [Application]
Literature reports that 6-bromo-3H-imidazo[4,5-B]pyridine can be used to prepare inhibitors targeting the PI3K-AKT-mTOR signaling pathway, such as 2-[4-[8-(3H)imidazo[4,5-b]pyridin-6-yl)-3-methyl-1H-pyrazole[4,3-c]quinoline-1-yl]phenyl]-2-methylpropionitrile. |
| Hazard Information | Back Directory | [Synthesis]
The reaction was carried out with 2,3-diamino-5-bromopyridine (1.00 g, 5.32 mmol) and formic acid (0.5 mL) in 15 mL of triethyl orthoformate with stirring for 3 h at 100 °C. The reaction was carried out by LC-MS. The reaction progress was monitored by LC-MS, and after confirming the completion of the reaction, the reaction mixture was concentrated under reduced pressure. The crude product was purified by column chromatography (eluent: 10% methanol/dichloromethane) to afford 6-bromo-4H-imidazo[4,5-B]pyridine (1.01 g, 96% yield) as a beige solid.1H NMR (400 MHz, DMSO-d6) δ 8.46 (s, 1H), 8.41 (d, 1H), 8.27 (d, 1H). | [References]
[1] Patent: WO2008/82487, 2008, A2. Location in patent: Page/Page column 107
[2] Patent: WO2016/142310, 2016, A1. Location in patent: Page/Page column 86-87
[3] Patent: EP2766359, 2016, B1. Location in patent: Paragraph 0737
[4] Patent: WO2009/42607, 2009, A1. Location in patent: Page/Page column 72
[5] Patent: WO2007/127183, 2007, A1. Location in patent: Page/Page column 140-141 |
|
|