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297172-19-1

297172-19-1 Structure

297172-19-1 Structure
IdentificationBack Directory
[Name]

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

297172-19-1
[Synonyms]

4H,5H,6H,7H-iMidazo[1,5-a]pyrazine
5H,6H,7H,8H-imidazo[1,5-a]pyrazine
5,6,7,8-tetrahydroimidazo[1,5-A]pyrazin
IMidazo[1,5-a]pyrazine, 5,6,7,8-tetrahydro-
1,5,6,7,8,8a-hexahydroimidazo[1,5-a]pyrazine
5,6,7,8-Tetrahydroimidazolo[1,5-a]piperazine
Imidazo[1,5-a]pyrazine, 5,6,7,8-tetrahydro- (9CI)
5,6,7,8-tetrahydroimidazo[1,5-a]pyrazine(SALTDATA: 2HCl)
[Molecular Formula]

C6H9N3
[MDL Number]

MFCD09263955
[MOL File]

297172-19-1.mol
[Molecular Weight]

123.156
Chemical PropertiesBack Directory
[Boiling point ]

340.0±30.0 °C(Predicted)
[density ]

1.33±0.1 g/cm3(Predicted)
[storage temp. ]

2-8°C(protect from light)
[form ]

solid
[pka]

8.26±0.20(Predicted)
[color ]

Cream
[CAS DataBase Reference]

297172-19-1
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H315-H319-H335
[Precautionary statements ]

P261-P305+P351+P338
[HS Code ]

2933299090
Hazard InformationBack Directory
[Uses]

5,6,7,8-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
Spectrum DetailBack Directory
[Spectrum Detail]

Imidazo[1,5-a]pyrazine, 5,6,7,8-tetrahydro- (9CI)(297172-19-1)1HNMR
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