| Identification | More | [Name]
6-Bromoimidazo[1,2-a]pyridine | [CAS]
6188-23-4 | [Synonyms]
6-BROMOIMIDAZO[1,2-A]PYRIDINE
BUTTPARK 154\50-43
6-BROMO-INIDAZO[1,2-A]-PYRIDINE
6-BROMINE IMIDAZOLYL [ 1,2-A ] PYRIDINE | [EINECS(EC#)]
689-291-9 | [Molecular Formula]
C7H5BrN2 | [MDL Number]
MFCD06496200 | [Molecular Weight]
197.03 | [MOL File]
6188-23-4.mol |
| Chemical Properties | Back Directory | [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 | [form ]
crystalline needles | [pka]
5.10±0.50(Predicted) | [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) |
| Safety Data | Back Directory | [Hazard Codes ]
Xn | [Risk Statements ]
R22:Harmful if swallowed.
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S22:Do not breathe dust .
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 | [Hazard Note ]
Harmful | [HazardClass ]
IRRITANT | [HS Code ]
2933998090 |
| Hazard Information | Back Directory | [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 |
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