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A solution of 15.0 g (136 mmol) of 2-hydrazinopyrazine in 100 ML of trimethyl orthoformate was heated to reflux at 100 C for 1.5 h. The solvent was removed in vacuo and the crude product was applied to a pad of silica gel and eluted with 15: 85 methanol : ethyl acetate. The resulting solution was concentrated in vacuo to yield the title compound. LC/MS 121.0 (M+1).
5,6,7,8-tetrahydro-[1,2,4]triazolo[4,3-a]pyrazine[ No CAS ]
Yield
Reaction Conditions
Operation in experiment
11.54%
With Adam?s catalyst; palladium 10% on activated carbon; In methanol; at 20℃; for 16.0h;
To a solution of [l ,2,4]triazolo[4,3-a]pyrazine (1.50 g) in MeOH ( 150 mL) was added Pt02 ( 1.10 g) and 10% Pd/C (0.46 g) at rt. The suspension was stirred under H2 at room temperature for 16 h and filtered. The filtrate was concentrated in vacuo andthe residue was chromatographed with a silica gel column to give the title compound (0.18 g, 1 1.54 %). The compound was characterized by the following spectroscopic data: MS (ESI, pos. ion) m/z: 125.1 (M+l ).
11.54%
With platinum(IV) oxide; palladium 10% on activated carbon; hydrogen; In methanol; at 20℃; for 16.0h;
To a solution of <strong>[274-82-8][1,2,4]triazolo[4,3-a]pyrazine</strong> (1.50 g) in MeOH (150 mL) was added PtO2 (1.10 g) and 10% Pd/C (0.46 g) at rt. The suspension was stirred under H2 at room temperature for 16 h and filtered. The filtrate was concentrated in vacuo and the residue was chromatographed with a silica gel column to give the title compound (0.18 g, 11.54%). The compound was characterized by the following spectroscopic data: MS (ESI, pos. ion) m/z: 125.1 (M+1).
With hydrogen;palladium 10% on activated carbon; In methanol; at 20℃; under 760.051 Torr; for 24.0h;
To a flask containing 9.15 g (76.2 mmol) of [1, 2,4] triazolo [4, 3-a] pyrazine was added 1.80 g of 10% palladium-on-carbon and the system was thoroughly degassed. To this was added 400 mL of methanol and the system was then evacuated and purged with hydrogen (1 atm) three times and then stirred under a positive hydrogen atmosphere at ambient temperature for 1 d. The crude reaction mixture was filtered through a pad of Celite and the filtrate was concentrated in vacuo to yield the title compound. LC/MS 125.0 (M+1).
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