| Identification | More | [Name]
2-Chloro-6-aminopyrazine | [CAS]
33332-28-4 | [Synonyms]
2-AMINO-6-CHLOROPYRAZINE
6-CHLOROPYRAZIN-2-YLAMINE
TIMTEC-BB SBB005488
6-CHLOROPYRAZIN-2-AMINE
2-chloro-6-aminopyrazine
2-AMINO-6-CHLOROPYRAZINE 98% | [EINECS(EC#)]
206-027-6 | [Molecular Formula]
C4H4ClN3 | [MDL Number]
MFCD00055024 | [Molecular Weight]
129.55 | [MOL File]
33332-28-4.mol |
| Chemical Properties | Back Directory | [Melting point ]
150-152°C | [Boiling point ]
282.8±35.0 °C(Predicted) | [density ]
1.437±0.06 g/cm3(Predicted) | [storage temp. ]
under inert gas (nitrogen or Argon) at 2–8 °C | [solubility ]
Soluble in dimethyl sulfoxide and methanol. | [form ]
Solid | [pka]
0.89±0.10(Predicted) | [color ]
Purple | [InChI]
InChI=1S/C4H4ClN3/c5-3-1-7-2-4(6)8-3/h1-2H,(H2,6,8) | [InChIKey]
JTPXVCKCLBROOJ-UHFFFAOYSA-N | [SMILES]
C1(N)=NC(Cl)=CN=C1 | [LogP]
0.950 | [CAS DataBase Reference]
33332-28-4(CAS DataBase Reference) | [EPA Substance Registry System]
33332-28-4(EPA Substance) |
| Hazard Information | Back Directory | [Chemical Properties]
2-Chloro-6-aminopyrazine is Purple Solid
| [Uses]
2-Amino-6-chloropyrazine is used in the preparation of A2B adenosine receptor antagonists and other biologically active compounds. | [Uses]
2-Chloro-6-aminopyrazine is a disubstituted pyrazine used in the preparation of A2B adenosine receptor antagonists and other biologically active compounds.
| [Synthesis]
General procedure for the synthesis of 2-amino-6-chloropyrazine from 2,6-dichloropyrazine: 2,6-dichloropyrazine (10.0 g, 67.1 mmol) and ammonia (100 mL) were sequentially added to a hydrothermal reactor and reacted at 100 °C for 5 hours. After completion of the reaction, the reaction mixture was cooled to room temperature and the solid product was collected by filtration. The filter cake was pulped with hexane (16 mL) to give a final white solid of 8.2 g of 2-amino-6-chloropyrazine in 95.0% yield. | [References]
[1] Patent: CN107857737, 2018, A. Location in patent: Paragraph 0011-0013; 0021-0023; 0030-0032; 0040-0042; 0049
[2] Journal of Medicinal Chemistry, 2011, vol. 54, # 24, p. 8328 - 8342
[3] Patent: WO2013/68755, 2013, A1. Location in patent: Page/Page column 67, 68
[4] Patent: WO2017/5786, 2017, A1. Location in patent: Page/Page column 23; 24
[5] Tetrahedron, 1984, vol. 40, # 24, p. 5081 - 5088 |
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