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1458-03-3

1458-03-3 Structure

1458-03-3 Structure
IdentificationBack 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 PropertiesBack 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
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H315-H319-H335
[Precautionary statements ]

P261-P280a-P304+P340-P305+P351+P338-P405-P501a
[HS Code ]

2933998090
Hazard InformationBack 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-amino-2-pyrazinecarboxylate

16298-03-6

Methyl 3-amino-6-chloropyrazine-2-carboxylate

1458-03-3

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
Spectrum DetailBack Directory
[Spectrum Detail]

Methyl 3-amino-6-chloropyrazine-2-carboxylate(1458-03-3)1HNMR
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