2-AMINO-5-CYANOPYRAZINE Chemical Properties

Boiling point:

366.8±42.0 °C(Predicted)

Density 

1.34±0.1 g/cm3(Predicted)

storage temp. 

2-8°C(protect from light)

pka

0.98±0.10(Predicted)

Appearance

Light yellow to brown Solid

Safety Information

Risk Statements 

41

Safety Statements 

26-39

HazardClass 

IRRITANT

HS Code 

2933998090

2-AMINO-5-CYANOPYRAZINE Usage And Synthesis

Synthesis

The general procedure for the synthesis of 5-aminopyrazine-2-carbonitrile from 2-amino-5-bromopyrazine and potassium cyanide is as follows: 1. tetrakis(triphenylphosphine)palladium(0) (10 mg), 5-bromopyrazin-2-amine (0.575 mmol), potassium cyanide (1.15 mmol), copper(I) iodide (0.575 mmol), and 18-crown-6 (20 mg) were sequentially added to a screw-capped reaction vessel under nitrogen protection. 2. Anhydrous DMF (1 mL) was added to the reaction mixture and the mixture was heated to 200 °C with stirring for 1 hour. 3. Upon completion of the reaction, the mixture was cooled to room temperature and quenched by the addition of water (5 mL). 4. The product in the reaction mixture was extracted with chloroform (2 x 5 mL). 5. The organic phases were combined and purified by silica gel column chromatography (eluent: hexane/ethyl acetate) to afford the target compound 5-aminopyrazine-2-carbonitrile (0.208 mmol, 36% yield).

References

[1] Patent: US2004/34038, 2004, A1. Location in patent: Page/Page column 10
[2] Journal of Heterocyclic Chemistry, 1987, vol. 24, p. 1371 - 1372
[3] Patent: US2007/37820, 2007, A1. Location in patent: Page/Page column 14-15
[4] Patent: WO2006/105262, 2006, A1. Location in patent: Page/Page column 77

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