1-PYRAZIN-2-YL-ETHYLAMINE Chemical Properties

Boiling point:

215.0±25.0 °C(Predicted)

Density 

1.088±0.06 g/cm3(Predicted)

storage temp. 

2-8°C(protect from light)

pka

8.19±0.40(Predicted)

Appearance

Colorless to light yellow Liquid

1-PYRAZIN-2-YL-ETHYLAMINE Usage And Synthesis

Uses

1-(Pyrazin-2-yl)ethylamine is a pyrazine derivative and a potential beta3-adrenoceptor agonist.

Synthesis

General procedure for the synthesis of 1-(pyrazin-2-yl)ethanamine from 2-acetylpyrazine: preparation of 1-(pyrazin-2-yl)ethanamine; the synthetic method used in this preparation is summarized below. 1-(Pyrazin-2-yl)ethanone (2.0 g, 15.85 mmol) and ammonium acetate (19.337 g, 158.5 mmol) were dissolved in methanol (50 mL). Subsequently, sodium cyanoborohydride (0.7 g, 11.1 mmol) was added all at once. The reaction mixture was stirred at room temperature overnight. Upon completion of the reaction, methanol was removed under reduced pressure, water (20 mL) was added to the residue and the solution was alkalized to pH=13 by addition of sodium hydroxide.The alkalized aqueous solution was extracted with dichloromethane, the organic phases were combined and dried over anhydrous sodium sulfate. Finally, the solvent was removed under reduced pressure to give 14.62 g of 1-(pyrazin-2-yl)ethylamine in 75% yield. Mass spectrometry analysis showed that the (M+H)+ peak was located at 124.

References

[1] Patent: US2009/163502, 2009, A1. Location in patent: Page/Page column 41-42
[2] Patent: US2009/163499, 2009, A1. Location in patent: Page/Page column 29
[3] Patent: US2009/170873, 2009, A1. Location in patent: Page/Page column 43-44
[4] Patent: US2009/170874, 2009, A1. Location in patent: Page/Page column 60
[5] Patent: US2010/152203, 2010, A1. Location in patent: Page/Page column 20

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