3-BROMO-8-CHLOROIMIDAZO[1,2-A]PYRAZINE
3-BROMO-8-CHLOROIMIDAZO[1,2-A]PYRAZINE Basic information
- Product Name:
- 3-BROMO-8-CHLOROIMIDAZO[1,2-A]PYRAZINE
- Synonyms:
-
- 3-BROMO-8-CHLOROIMIDAZO[1,2-A]PYRAZINE
- 8-Chloro-3-bromoimidazo[1,2-a]pyrazine
- Imidazo[1,2-a]pyrazine, 3-bromo-8-chloro-
- CAS:
- 143591-61-1
- MF:
- C6H3BrClN3
- MW:
- 232.47
- Mol File:
- 143591-61-1.mol
3-BROMO-8-CHLOROIMIDAZO[1,2-A]PYRAZINE Chemical Properties
- Density
- 2.03±0.1 g/cm3(Predicted)
- storage temp.
- under inert gas (nitrogen or Argon) at 2-8°C
- pka
- -1.45±0.30(Predicted)
- Appearance
- Off-white to light brown Solid
- InChI
- InChI=1S/C6H3BrClN3/c7-4-3-10-6-5(8)9-1-2-11(4)6/h1-3H
- InChIKey
- MCEGPQSPRNOFMG-UHFFFAOYSA-N
- SMILES
- C12=NC=C(Br)N1C=CN=C2Cl
3-BROMO-8-CHLOROIMIDAZO[1,2-A]PYRAZINE Usage And Synthesis
Physical Form
Solid
Synthesis
69214-33-1
143591-61-1
General procedure for the synthesis of 3-bromo-8-chloroimidazo[1,2-a]pyrazine from 8-chloroimidazo[1,2-a]pyrazine: N-bromosuccinimide (1.78 g, 10 mmol) was added to a solution of 8-chloroimidazo[1,2-a]pyrazine (1.53 g, 10 mmol) in dichloromethane (30 mL), and the reaction was stirred for 2 hours at room temperature. After the reaction was completed, the reaction mixture was washed with saturated aqueous sodium carbonate solution (2×20 mL), dried with anhydrous magnesium sulfate, filtered, and the filtrate was concentrated under reduced pressure to give 3-bromo-8-chloroimidazo[1,2-a]pyrazine (2.11 g, 96% yield).
References
[1] Patent: WO2009/24585, 2009, A2. Location in patent: Page/Page column 46
[2] Bioorganic and Medicinal Chemistry Letters, 2006, vol. 16, # 6, p. 1582 - 1585
[3] European Journal of Medicinal Chemistry, 2016, vol. 108, p. 623 - 643
[4] Bioorganic and Medicinal Chemistry Letters, 2010, vol. 20, # 17, p. 5170 - 5174
[5] Patent: WO2012/80229, 2012, A1. Location in patent: Page/Page column 40
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