Identification | Back Directory | [Name]
5,6,7,8-Tetrahydro-[1,2,4]triazolo[1,5-a]pyrazine | [CAS]
233278-56-3 | [Synonyms]
4H,5H,6H,7H-[1,2,4]triazolo[1,5-a]pyrazine 5,6,7,8-Tetrahydro-[1,2,4]triazolo[1,5-a]pyrazine [1,2,4]Triazolo[1,5-a]pyrazine, 5,6,7,8-tetrahydro- | [Molecular Formula]
C5H8N4 | [MDL Number]
MFCD09835083 | [MOL File]
233278-56-3.mol | [Molecular Weight]
124.14 |
Chemical Properties | Back Directory | [Boiling point ]
319.8±52.0 °C(Predicted) | [density ]
1.53±0.1 g/cm3(Predicted) | [storage temp. ]
under inert gas (nitrogen or Argon) at 2–8 °C | [pka]
6.05±0.20(Predicted) | [Appearance]
White to light brown Solid |
Hazard Information | Back Directory | [Synthesis]
Platinum(IV) oxide (2.75 g, 12.1 mmol) was added to a suspension of 2-methoxyethanol (150 mL) containing calcium oxide (9.30 g, 166 mmol) and [1,2,4]triazolo[1,5-a]pyrazine (18.10 g, 151 mmol) under nitrogen protection. The reaction mixture was stirred under hydrogen atmosphere for 21.5 h before being filtered through diatomaceous earth and washed with a solvent mixture of dichloromethane/ethanol (9:1). The filtrate was concentrated, co-evaporated with toluene and diisopropyl ether, subsequently dissolved in ethyl acetate, filtered again through diatomaceous earth and washed with ethyl acetate, after which it was concentrated again. The resulting residue was dissolved in hot diisopropyl ether, filtered, washed with diisopropyl ether and finally concentrated under vacuum for 7 hours. The product 5,6,7,8-tetrahydro-[1,2,4]triazolo[1,5-A]pyrazine was obtained in a yield of 17.12 g (92% yield). | [References]
[1] Patent: US2008/153843, 2008, A1. Location in patent: Page/Page column 68 [2] Journal of Medicinal Chemistry, 2014, vol. 57, # 9, p. 3687 - 3706 [3] Patent: WO2006/9886, 2006, A1. Location in patent: Page/Page column 46 [4] Bioorganic and Medicinal Chemistry Letters, 2007, vol. 17, # 21, p. 5934 - 5939 [5] Patent: WO2009/90055, 2009, A1. Location in patent: Page/Page column 108; 109 |
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