6-Chloropyrazine-2-carboxylic acid Chemical Properties

Melting point:

158-160 °C

Boiling point:

323.6±37.0 °C(Predicted)

Density 

1.579±0.06 g/cm3(Predicted)

storage temp. 

Keep in dark place,Sealed in dry,Room Temperature

pka

2.54±0.10(Predicted)

form 

Solid

color 

Light yellow to Brown

InChI

InChI=1S/C5H3ClN2O2/c6-4-2-7-1-3(8-4)5(9)10/h1-2H,(H,9,10)

InChIKey

KGGYMBKTQCLOTE-UHFFFAOYSA-N

SMILES

C1(C(O)=O)=NC(Cl)=CN=C1

Safety Information

HazardClass 

IRRITANT

HS Code 

2933998090

6-Chloropyrazine-2-carboxylic acid Usage And Synthesis

Synthesis

General procedure for the synthesis of 6-chloropyrazine-2-carboxylic acid from methyl 6-chloropyrazine-2-carboxylate: 6-chloropyrazine-2-carboxylic acid methyl ester (1.78 g, 10.3 mmol) was dissolved in ethanol (25 mL). 1 M sodium hydroxide solution (25 mL) was added and the reaction mixture was stirred at room temperature for 2 hours. Upon completion of the reaction, the mixture was acidified to pH 3 with 1 M aqueous hydrochloric acid solution. subsequently, the reaction mixture was diluted with water (150 mL) and extracted with ethyl acetate (4 × 100 mL). The organic phases were combined, washed with saturated saline (100 mL), dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure to afford the title compound 6-chloropyrazine-2-carboxylic acid as a white solid (1.54 g, 94% yield). Mass spectrum (DCI/NH3) m/z 176 (M + NH4)+.

References

[1] Patent: US2009/281118, 2009, A1. Location in patent: Page/Page column 14
[2] Journal of Medicinal Chemistry, 2011, vol. 54, # 21, p. 7678 - 7692

6-Chloropyrazine-2-carboxylic acid(23688-89-3)Related Product Information

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