| Identification | Back Directory | [Name]
2-Amino-3-methylpyrazine | [CAS]
19838-08-5 | [Synonyms]
(S)-HEXAHYDROPYRRO...
3-methylpyrazin-2-amine
3-Methyl-2-pyrazinamine
2-Pyrazinamine,3-methyl-
2-AMINO-3-METHYLPYRAZINE
2-Methyl-3-aMinopyrazine
3-METHYLPYRAZIN-2-YLAMINE
3-Methylpyrazin-2-amine 97%
2-Amino-3-methylpyrazine,95% | [Molecular Formula]
C5H7N3 | [MDL Number]
MFCD08705770 | [MOL File]
19838-08-5.mol | [Molecular Weight]
109.13 |
| Chemical Properties | Back Directory | [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 | [form ]
Solid | [pka]
3.56±0.10(Predicted) | [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 |
| Hazard Information | Back Directory | [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 |
|
|