8-chloroiMidazo[1,5-a]pyrazine

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8-chloroiMidazo[1,5-a]pyrazine Basic information
Product Name:8-chloroiMidazo[1,5-a]pyrazine
Synonyms:8-chloroiMidazo[1,5-a]pyrazine;IMidazo[1,5-a]pyrazine, 8-chloro-
CAS:56468-23-6
MF:C6H4ClN3
MW:153.57
EINECS:
Product Categories:
Mol File:56468-23-6.mol
8-chloroiMidazo[1,5-a]pyrazine Structure
8-chloroiMidazo[1,5-a]pyrazine Chemical Properties
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
pka3.45±0.30(Predicted)
AppearanceLight yellow to brown Solid
Safety Information
MSDS Information
8-chloroiMidazo[1,5-a]pyrazine Usage And Synthesis
Synthesis
N-((3-chloropyrazin-2-yl)methyl)formamide

940307-81-3

8-chloroiMidazo[1,5-a]pyrazine

56468-23-6

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
8-chloroiMidazo[1,5-a]pyrazine Preparation Products And Raw materials
Raw materialsN-((3-chloropyrazin-2-yl)methyl)formamide-->N,N-Dimethylformamide-->trichlorophosphate-->Acetonitrile
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