Pharmaceutical Applications
2-Amino-3-methylpyrazine is utilized in medicinal chemistry as a scaffold for developing bioactive molecules, such as kinases and potential antiviral agents.
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
