Imidazo[1,2-a]pyrazine, 5,6,7,8-tetrahydro-2-(trifluoromethyl)- (9CI)

Uses

2-(Trifluoromethyl)-5,6,7,8-tetrahydroimidazo[1,2-a]pyrazine is used to study fused heterocycle-linked triazole derivatives.

Synthesis

The general procedure for the synthesis of 2-trifluoromethyl-5,6,7,8-tetrahydroimidazo[1,2-A]pyrazine using 2-trifluoromethylimidazo[1,2-a]pyrazine as a starting material was as follows: 2-trifluoromethylimidazo[1,2-a]pyrazine (2.40 g, 12.55 mmol) was dissolved in methanol (100 mL) with 10% Pd/C catalyst (480 mg ). The reaction system was displaced three times with hydrogen to ensure an oxygen-free environment. After stirring the reaction for 12 h at room temperature, the catalyst was removed by filtration and the filter cake was washed with methanol. The filtrates were combined and concentrated under reduced pressure to afford 2-trifluoromethyl-5,6,7,8-tetrahydroimidazo[1,2-a]pyrazine (2.30 g, 95.8% yield) as a yellow oil.

References

[1] Patent: EP2604610, 2013, A1. Location in patent: Paragraph 0114; 0116
[2] Patent: US2013/131068, 2013, A1. Location in patent: Paragraph 0165
[3] Patent: WO2010/125101, 2010, A1. Location in patent: Page/Page column 51-52
[4] Journal of Medicinal Chemistry, 2014, vol. 57, # 9, p. 3687 - 3706
[5] Patent: WO2006/9886, 2006, A1. Location in patent: Page/Page column 43