Identification | Back Directory | [Name]
2-AMINO-3-BROMO-5-CHLOROPYRAZINE | [CAS]
76537-18-3 | [Synonyms]
Amino-3-bromo-5-chloropyrazine 3-broMo-5-chloropyrazin-2-aMine 3-Bromo-5-chloro-2-aminopyrazine 2-AMINO-3-BROMO-5-CHLOROPYRAZINE 3-Bromo-5-chloropyrazin-2-ylamine 2-Pyrazinamine, 3-bromo-5-chloro- 2-AMINO-3-BROMO-5-CHLOROPYRAZINE ISO 9001:2015 REACH | [Molecular Formula]
C4H3BrClN3 | [MDL Number]
MFCD09909643 | [MOL File]
76537-18-3.mol | [Molecular Weight]
208.44 |
Chemical Properties | Back Directory | [Boiling point ]
298.4±35.0 °C(Predicted) | [density ]
1.96 | [refractive index ]
1.66 | [storage temp. ]
Keep in dark place,Inert atmosphere,2-8°C | [pka]
0.89±0.10(Predicted) | [Appearance]
Light yellow to brown Solid | [InChI]
InChI=1S/C4H3BrClN3/c5-3-4(7)8-1-2(6)9-3/h1H,(H2,7,8) | [InChIKey]
ACFBUXHJONGLLF-UHFFFAOYSA-N | [SMILES]
C1(N)=NC=C(Cl)N=C1Br |
Hazard Information | Back Directory | [Synthesis]
General procedure for the synthesis of 2-amino-3-bromo-5-chloropyrazine from 2-amino-5-chloropyrazine: 2-amino-5-chloropyrazine (3 g, 23 mmol), N-bromosuccinimide (4 g, 23 mmol), and dichloromethane (100 mL) were added to a 250 mL round-bottomed flask under nitrogen protection. The reaction mixture was heated and refluxed for 1 h before being cooled to room temperature and concentrated under reduced pressure. The crude product was purified by fast column chromatography using pentane/ethyl acetate (0 to 50%) as eluent to afford 2-amino-3-bromo-5-chloropyrazine (3 g, 62% yield).1H NMR (DMSO-d6) δ 6.8-6.9 (2H, broad single peak), 8.0 (1H, single peak). Mass spectrum (ES+): m/z 210, 212. | [References]
[1] Journal of Medicinal Chemistry, 1997, vol. 40, # 6, p. 996 - 1004 [2] Patent: WO2006/58074, 2006, A1. Location in patent: Page/Page column 20 [3] Patent: US5866568, 1999, A [4] Patent: US5668137, 1997, A [5] Patent: WO2018/98499, 2018, A1. Location in patent: Page/Page column 283 |
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