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

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

Product Name:
Imidazo[1,2-a]pyrazine, 5,6,7,8-tetrahydro-2-(trifluoromethyl)- (9CI)
Synonyms:
  • 2-(trifluoroMethyl)-5H,6H,7H,8H-iMidazo[1,2-a]pyrazine
  • 2-(TrifluoroMethyl)-5,6,7,8-tetrahydroiMidazo[1,2-a]pyrazine HCl
  • IMidazo[1,2-a]pyrazine, 5,6,7,8-tetrahydro-2-(trifluoroMethyl)-
  • 2-(Trifluoromethyl)-5,6,7,8-tetrahydroimidazo[1,2-a]pyrazine 2HCl
  • 8-METHYL-2-(TRIFLUOROMETHYL)IMIDAZO[1,2-A]PYRAZINE
  • 2-(TRIFLUOROMETHYL)-5,6,7,8-TETRAHYDROIMIDAZO[1,2-A]PYRAZINE
  • 2-(trifluoromethyl)-5,6,7,8-tetrahydroimidazo[1,2-a]pyrazine hydrochloride
  • Imidazo[1,2-a]pyrazine, 5,6,7,8-tetrahydro-2-(trifluoromethyl)- (9CI)
CAS:
126069-70-3
MF:
C7H8F3N3
MW:
191.15
Product Categories:
  • CHIRAL CHEMICALS
  • PIPERIDINE
Mol File:
126069-70-3.mol
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Imidazo[1,2-a]pyrazine, 5,6,7,8-tetrahydro-2-(trifluoromethyl)- (9CI) Chemical Properties

Boiling point:
313.0±42.0 °C(Predicted)
Density 
1.56
storage temp. 
under inert gas (nitrogen or Argon) at 2–8 °C
pka
7.90±0.20(Predicted)
Appearance
Off-white to light brown Solid
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Safety Information

Hazard Codes 
Xi
Risk Statements 
41
Safety Statements 
26-39
RIDADR 
UN 2811 6.1 / PGIII
HazardClass 
IRRITANT
HS Code 
2933998090
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Imidazo[1,2-a]pyrazine, 5,6,7,8-tetrahydro-2-(trifluoromethyl)- (9CI) Usage And Synthesis

Uses

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

Synthesis

109113-96-4

126069-70-3

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

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