| Identification | More | [Name]
3-Bromoimidazo[1,2-a]pyrimidine | [CAS]
6840-45-5 | [Synonyms]
3-BROMOIMIDAZO[1,2-A]PYRIMIDINE
3-BROMOIMIDAZOL-(1,2-A)-PYRIMIDINE | [Molecular Formula]
C6H4BrN3 | [MDL Number]
MFCD06200962 | [Molecular Weight]
198.02 | [MOL File]
6840-45-5.mol |
| Chemical Properties | Back Directory | [Melting point ]
158-160 | [density ]
1.89±0.1 g/cm3(Predicted) | [storage temp. ]
under inert gas (nitrogen or Argon) at 2-8°C | [form ]
solid | [pka]
2.55±0.30(Predicted) | [color ]
Light brown | [InChI]
InChI=1S/C6H4BrN3/c7-5-4-9-6-8-2-1-3-10(5)6/h1-4H | [InChIKey]
GNHZXUKWLSWKHB-UHFFFAOYSA-N | [SMILES]
C12=NC=C(Br)N1C=CC=N2 | [CAS DataBase Reference]
6840-45-5(CAS DataBase Reference) |
| Hazard Information | Back Directory | [Synthesis]
Imidazo[1,2-a]pyrimidine (4 g) and sodium acetate (4.3 g) were dissolved in methanol (40 ml) in a 100 ml three-necked round-bottomed flask, followed by cooling the reaction mixture to -10°C. Bromine (5.38 g) was added slowly and dropwise with stirring. Upon completion of the reaction, 1M aqueous sodium sulfide (40 ml) was added to quench the reaction and the mixture was subsequently concentrated under reduced pressure to remove the solvent. Liquid-liquid extraction was carried out via ethyl acetate and water to separate the by-products, and finally the crude product was purified by column chromatography using dichloromethane and methanol as eluents to give 3.2 g of 3-bromoimidazo[1,2-a]pyrimidine. | [References]
[1] European Journal of Medicinal Chemistry, 1991, vol. 26, # 1, p. 13 - 18
[2] Chemical and Pharmaceutical Bulletin, 1992, vol. 40, # 5, p. 1170 - 1176
[3] Patent: KR2017/126059, 2017, A. Location in patent: Paragraph 0069; 0072; 0073; 0078; 0079 |
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