Identification | Back Directory | [Name]
Methyl 3-amino-6-chloropyrazine-2-carboxylate | [CAS]
1458-03-3 | [Synonyms]
2-Amino-5-chloro-3-pyrazinecarboxylic acid Methyl 3-amino-6-chloropyrazine-2-carboxylate Methyl 2-amino-5-chloropyrazine-3-carboxylate Methyl3-amino-6-chloropyrazine-2-carboxylate,97% 3-aMino-6-chloropyrazine-2-carboxylate Methyl ester 3-Amino-6-chloro-2-pyrazinecarboxylic acid methyl ester 3-Amino-6-chloro-pyrazine-2-carboxylic acid methyl ester 2-Pyrazinecarboxylic acid, 3-amino-6-chloro-, methyl ester | [EINECS(EC#)]
815-051-1 | [Molecular Formula]
C6H6ClN3O2 | [MDL Number]
MFCD00834965 | [MOL File]
1458-03-3.mol | [Molecular Weight]
187.58 |
Chemical Properties | Back Directory | [Melting point ]
159-161 ºC | [Boiling point ]
334.7±37.0 °C(Predicted) | [density ]
1.465 | [storage temp. ]
under inert gas (nitrogen or Argon) at 2–8 °C | [solubility ]
DMSO, Methanol (Slightly) | [form ]
Solid | [pka]
-1.67±0.10(Predicted) | [color ]
Pale Yellow |
Hazard Information | Back Directory | [Uses]
Methyl 3-Amino-6-chloropyrazine-2-carboxylate is a reagent used in the design and synthesis of aminopyrazine derivatives as inhibitors of mitogen-activated protein kinase-activated protein kinase 2 (MK-2). | [Synthesis]
Methyl 3-aminopyrazine-2-carboxylate (100 g, 0.653 mol) was used as starting material, which was co-dissolved with N-chlorosuccinimide (NCS, 87.2 g, 0.653 mol) in acetonitrile (500 mL) in a 1 L three-neck flask. The reaction mixture was heated to 82 °C and the reaction was maintained at this temperature with stirring for 12 h to ensure complete reaction. Upon completion of the reaction, the acetonitrile solvent was removed by distillation under reduced pressure. The resulting crude product was purified by recrystallization using mixed petroleum ether/ethyl acetate solvent, and the final bright green crystalline target product, methyl 3-amino-6-chloropyrazine-2-carboxylate (112.7 g, 92% yield) was obtained. | [References]
[1] Patent: CN108101857, 2018, A. Location in patent: Paragraph 0032-0034 |
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