2-Amino-3-methylpyrazine Chemical Properties

Melting point:

165-167 °C

Boiling point:

194.6°C (rough estimate)

Density 

1.1118 (rough estimate)

refractive index 

1.5340 (estimate)

storage temp. 

under inert gas (nitrogen or Argon) at 2–8 °C

pka

3.56±0.10(Predicted)

form 

Solid

Appearance

White to yellow Solid

InChI

InChI=1S/C5H7N3/c1-4-5(6)8-3-2-7-4/h2-3H,1H3,(H2,6,8)

InChIKey

VQPHZDDLWFHRHR-UHFFFAOYSA-N

SMILES

C1(N)=NC=CN=C1C

Safety Information

HS Code 

2933998090

2-Amino-3-methylpyrazine Usage And Synthesis

Synthesis

The general procedure for the synthesis of 2-amino-3-methylpyrazine from 2-chloro-3-methylpyrazine was as follows: a mixture of 2-chloro-3-methylpyrazine (7 g, 54.69 mmol) and 25% ammonia (100 mL) was placed in a sealed tube, heated to 160 °C and reacted for 24 hours. After completion of the reaction, the mixture was cooled to room temperature and extracted with ethyl acetate (3 x 200 mL). The organic phases were combined, dried over anhydrous sodium sulfate, and subsequently concentrated under reduced pressure to give 2.18 g (89% yield) of 3-methylpyrazin-2-amine as a yellow solid. m/z 110 ([M+H]+) by LCMS.

References

[1] Patent: WO2009/29625, 2009, A1. Location in patent: Page/Page column 67
[2] Patent: WO2005/120513, 2005, A1. Location in patent: Page/Page column 15; 16
[3] Patent: WO2006/131003, 2006, A1. Location in patent: Page/Page column 17
[4] Synthesis, 1994, # 9, p. 931 - 934
[5] Patent: WO2010/83617, 2010, A1. Location in patent: Page/Page column 62

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