[1,2,4]Triazolo[1,5-a]pyrazin-2-amine Chemical Properties

Melting point:

207-208 °C(Solv: 1-butanol (71-36-3))

Density 

1.74±0.1 g/cm3(Predicted)

storage temp. 

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

pka

2.63±0.30(Predicted)

Appearance

Off-white to light brown Solid

Safety Information

HS Code 

2933998090

[1,2,4]Triazolo[1,5-a]pyrazin-2-amine Usage And Synthesis

Synthesis

The general procedure for the synthesis of [1,2,4]triazolo[1,5-a]pyrazin-2-amines from the compound (CAS: 56406-73-6) is as follows: Example 270b Synthesis of [1,2,4]triazolo[1,5-a]pyrazin-2-amine 270b: In a 250 mL single-necked round-bottomed flask equipped with a magnetic stirrer and a reflux condenser, 270a (6.00 g, 26.43 mmol, 1.0 equiv), hydroxylamine hydrochloride (3.32 g, 47.52 mmol, 1.8 equiv), N,N-diisopropylethylamine (DIPEA, 12 mL), ethanol (40 mL), and methanol (40 mL) were added. The reaction mixture was stirred at 65 °C for 16 hours. Upon completion of the reaction, the mixture was cooled to room temperature and concentrated under reduced pressure to about 20 mL. The resulting suspension was collected by filtration and the solid was washed with dichloromethane/ethanol (60:1, 50 mL) to give 270b (3.3 g, 92% yield) as a white solid. Mass spectrum (MS-ESI): [M + H]+ m/z 136.3. 1H NMR (500 MHz, DMSO-d6) δ 8.84 (d, J = 1.0 Hz, 1H), 8.70 (dd, J = 1.0, 4.0 Hz, 1H), 7.98 (d, J = 5.0 Hz, 1H), 6.47 (s, 2H).

References

[1] Patent: EP2773638, 2015, B1. Location in patent: Paragraph 1093; 1095
[2] Patent: EP3252059, 2017, A1. Location in patent: Paragraph 0444; 0447; 0448
[3] Monatshefte fuer Chemie, 1983, vol. 114, p. 789 - 798
[4] Monatshefte fuer Chemie, 1983, vol. 114, p. 789 - 798
[5] Monatshefte fuer Chemie, 1983, vol. 114, p. 789 - 798