Identification | Back Directory | [Name]
8-chloroiMidazo[1,5-a]pyrazine | [CAS]
56468-23-6 | [Synonyms]
8-chloroiMidazo[1,5-a]pyrazine IMidazo[1,5-a]pyrazine, 8-chloro- | [Molecular Formula]
C6H4ClN3 | [MDL Number]
MFCD20040069 | [MOL File]
56468-23-6.mol | [Molecular Weight]
153.57 |
Chemical Properties | Back Directory | [Melting point ]
105-106 °C(Solv: ethyl ether (60-29-7); hexane (110-54-3)) | [density ]
1.51±0.1 g/cm3(Predicted) | [storage temp. ]
under inert gas (nitrogen or Argon) at 2-8°C | [pka]
3.45±0.30(Predicted) | [Appearance]
Light yellow to brown Solid |
Hazard Information | Back Directory | [Synthesis]
General procedure for the synthesis of 8-chloroimidazo[1,5-a]pyrazine from N-[(3-chloropyrazin-2-yl)methyl]formamide: To a solution of acetonitrile (5 mL) of the product of step 1 (200 mg, 1.17 mmol) was added N,N-dimethylformamide (0.5 mL) and phosphorous triclosan (0.5 mL). The reaction mixture was stirred at 60°C for 30 minutes. Upon completion of the reaction, the mixture was cooled to room temperature and subsequently concentrated under reduced pressure to remove phosphorous trichloride. The residue was poured into water (5 mL), stirred for 20 minutes, and then extracted with ethyl acetate (5 mL x 5). The organic layers were combined, dried with anhydrous magnesium sulfate, filtered, and concentrated under reduced pressure to afford 8-chloroimidazo[1,5-a]pyrazine (40 mg) as a yellow solid. Analyzed by liquid chromatography-mass spectrometry (LC-MS), the molecular ion peak m/z (M + H)+ was measured to be 154.1, which was consistent with the theoretical value of 154.1. | [References]
[1] Patent: WO2007/64993, 2007, A2. Location in patent: Page/Page column 84 [2] Patent: WO2016/106623, 2016, A1. Location in patent: Page/Page column 111 [3] Patent: WO2016/101119, 2016, A1. Location in patent: Page/Page column 102; 103 [4] Patent: CN108191871, 2018, A. Location in patent: Paragraph 0200; 0207-0209 |
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