Methyl pyrazinoate → HCID 15508341, compound
Reaction equation
[N:1]1[CH:6]=[CH:5][N:4]=[CH:3][C:2]=1[C:7]([O:9][CH3:10])=[O:8]>[Pd].C(OC)(=O)C>[NH:1]1[CH2:6][CH2:5][NH:4][CH:3]=[C:2]1[C:7]([O:9][CH3:10])=[O:8]Participants
Reactant 1
Product 1
Reagents, catalysts & solvents 2
Procedure
100 ml of methyl acetate, 7.8 g of methyl pyrazinecarboxylate (prepared according to Example 1) and 1.5 g of palladium on activated charcoal (10% Pd) were placed in a 500 ml autoclave. The autoclave was flushed twice with nitrogen and twice with hydrogen, the gas being introduced under a pressure of up to 8 bar and allowed to expand again. Hydrogenation was then carried out for 9 hours at 20° C. and a hydrogen pressure of 10 bar, with stirring. The autoclave was then flushed with nitrogen, the reaction mixture was filtered on a suction filter (0.45 μm pore width) and the catalyst was washed with methyl acetate. Crude methyl 1,4,5,6-tetrahydropyrazine-2-carboxylate was obtained by concentration. Other data concerning the title compound was:
Workup
- customThe autoclave was flushed twice with nitrogen and twice with hydrogen
- additionthe gas being introduced under a pressure of up to 8 bar
- customThe autoclave was then flushed with nitrogen
- filtrationthe reaction mixture was filtered on a suction
- filtrationfilter (0.45 μm pore width)
- washthe catalyst was washed with methyl acetate
Sources & evidence
- ORD record
- ord-6735abeb34d44f46b0bd058d101953d0
- Source dataset
- uspto-grants-1999_03
- Patent number
- US05886181
Reaction notes
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