| Identification | Back Directory | [Name]
5-BROMO-IMIDAZO[1,2-A]PYRIDINE | [CAS]
69214-09-1 | [Synonyms]
5-BROMO-IMIDAZO[1,2-A]PYRIDINE
5-bromoH-imidazo[1,2-a]pyridine
Imidazo[1,2-a]pyridine, 5-bromo-
5-BROMOIMIDAZO[1,2-A]PYRIDINE, 95+%
5-BROMO-5H-IMIDAZO[2,1-B][1,3]OXAZINE
5-Bromo-1,5-dihydroimidazo[1,2-a]pyridine | [EINECS(EC#)]
1592732-453-0 | [Molecular Formula]
C7H5BrN2 | [MDL Number]
MFCD08275698 | [MOL File]
69214-09-1.mol | [Molecular Weight]
197.03 |
| Chemical Properties | Back Directory | [Melting point ]
61-64℃ | [density ]
1.69±0.1 g/cm3(Predicted) | [storage temp. ]
Room temperature. | [solubility ]
Chloroform (Slightly), DMSO (Slightly) | [form ]
Solid | [pka]
5.15±0.50(Predicted) | [color ]
Pale Brown to Light Brown | [InChI]
InChI=1S/C7H5BrN2/c8-6-2-1-3-7-9-4-5-10(6)7/h1-5H | [InChIKey]
CCOFGVWHMYYDBG-UHFFFAOYSA-N | [SMILES]
C12=NC=CN1C(Br)=CC=C2 |
| Hazard Information | Back Directory | [Uses]
5-Bromoimidazo[1,2-a]pyridine can be used as HPK1 antagonists to treat HPK1-mediated disorders. | [Synthesis]
General procedure for the synthesis of 5-bromoimidazo[1,2-a]pyridines from 5-bromoimidazo[1,2-a]pyridine hydrobromide:
1. Preparation of reactants: 2-bromo-1,1-diethoxyethane (3.64 g, 18.48 mmol) was added to a solution of 6-bromopyridin-2-ylamine (1.0 g, 5.77 mmol) in n-butanol (40 mL).
2. Reaction conditions: the mixture was refluxed overnight and then cooled to room temperature.
3. post-processing: the reaction mixture was filtered to give 1.3 g (81% yield) of 5-bromoimidazo[1,2-a]pyridine hydrobromide as a white solid. esms (M + +1): 198.9 m/z.
4. Neutralization step: Saturated sodium bicarbonate solution (300 mL) was added to an ethyl acetate suspension of 5-bromoimidazo[1,2-a]pyridine hydrobromide (13.0 g, 46.96 mmol).
5. Isolation and purification: the organic layer was separated, washed with saturated sodium bicarbonate solution, dried with magnesium sulfate and concentrated under reduced pressure to give 9.7 g (100% yield) of 5-bromoimidazo[1,2-a]pyridine as a white solid. | [References]
[1] Patent: WO2003/76398, 2003, A2. Location in patent: Page/Page column 20
[2] Patent: WO2003/76442, 2003, A1. Location in patent: Page/Page column 40 |
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