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

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

Imidazo[1,5-a]pyrazine, 5,6,7,8-tetrahydro- (9CI) Basic information
Product Name:Imidazo[1,5-a]pyrazine, 5,6,7,8-tetrahydro- (9CI)
Synonyms:5,6,7,8-tetrahydroimidazo[1,5-A]pyrazin;5,6,7,8-tetrahydroimidazo[1,5-a]pyrazine(SALTDATA: 2HCl);4H,5H,6H,7H-iMidazo[1,5-a]pyrazine;IMidazo[1,5-a]pyrazine, 5,6,7,8-tetrahydro-;Imidazo[1,5-a]pyrazine, 5,6,7,8-tetrahydro- (9CI);5,6,7,8-Tetrahydroimidazolo[1,5-a]piperazine;5H,6H,7H,8H-imidazo[1,5-a]pyrazine;1,5,6,7,8,8a-hexahydroimidazo[1,5-a]pyrazine
CAS:297172-19-1
MF:C6H9N3
MW:123.16
EINECS:
Product Categories:AMINETERTIARY;1
Mol File:297172-19-1.mol
Imidazo[1,5-a]pyrazine, 5,6,7,8-tetrahydro- (9CI) Structure
Imidazo[1,5-a]pyrazine, 5,6,7,8-tetrahydro- (9CI) Chemical Properties
Boiling point 340.0±30.0 °C(Predicted)
density 1.33±0.1 g/cm3(Predicted)
storage temp. 2-8°C(protect from light)
pka8.26±0.20(Predicted)
form solid
color Cream
CAS DataBase Reference297172-19-1
Safety Information
HS Code 2933299090
MSDS Information
Imidazo[1,5-a]pyrazine, 5,6,7,8-tetrahydro- (9CI) Usage And Synthesis
Uses5,6,7,8-Tetrahydroimidazo[1,5-A]pyrazine can be used as KRAS G12C inhibitors as antitumor agents.
Synthesis
7-BENZYL-5,6,7,8-TETRAHYDROIMIDAZO[1,5-A]PYRAZINE

165894-09-7

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

297172-19-1

GENERAL STEPS: 7-Benzyl-5,6,7,8-tetrahydroimidazo[1,5-a]pyrazine (4.89 g, 22.9 mmol) was dissolved in anhydrous ethanol (200 mL) and 10% palladium carbon catalyst (4.88 g) was added. The reaction mixture was placed under 1 bar hydrogen atmosphere and the reaction was vigorously stirred at room temperature overnight. Upon completion of the reaction, the catalyst was removed by filtration through a diatomaceous earth pad and the filter cake was washed with ethanol. The filtrates were combined, concentrated under reduced pressure and subsequently co-evaporated with dichloromethane to completely remove the residual solvent to afford the target compound 5,6,7,8-tetrahydroimidazo[1,5-a]pyrazine as an off-white oil (2.52 g). The product was characterized by 1H NMR (CD3OD): δ 7.42 (s, 1H), 6.77 (s, 1H), 4.07 (s, 2H), 3.99 (t, J = 5.6 Hz, 2H), 3.22 (t, J = 5.6 Hz, 2H), 1.76 (br s, 1H). LC/MS analysis showed m/z 124 [M + H]+, which is consistent with target molecular weight.

References[1] Patent: WO2015/91795, 2015, A1. Location in patent: Paragraph 36
Imidazo[1,5-a]pyrazine, 5,6,7,8-tetrahydro- (9CI) Preparation Products And Raw materials
Raw materials7-Benzyl-5,6,7,8-tetrahydroimidazo[1,5-a]pyrazine-->Activated carbon-->Hydrogen-->Palladium-->Ethanol
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