Phenyl 5-ethylpyrido[3,4-b]pyrazine-6(5H)-carboxylate → Phenyl 5-ethyl-7,8-dihydropyrido[3,4-b]pyrazine-6(5H)-carboxylate
Reaction equation
[CH2:1]([CH:3]1[C:8]2=[N:9][CH:10]=[CH:11][N:12]=[C:7]2[CH:6]=[CH:5][N:4]1[C:13]([O:15][C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)=[O:14])[CH3:2]>[Pd].C(OCC)(=O)C>[CH2:1]([CH:3]1[C:8]2=[N:9][CH:10]=[CH:11][N:12]=[C:7]2[CH2:6][CH2:5][N:4]1[C:13]([O:15][C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)=[O:14])[CH3:2]Participants
4
Reactant 1
Product 1
Reagents, catalysts & solvents 2
Procedure
Catalyst (10% palladium on carbon, 140 mg) was added to a solution of phenyl 5-ethylpyrido[3,4-b]pyrazine-6(5H)-carboxylate (238 mg, 0.85 mmol) in ethyl acetate (6.0 mL), and the resultant mixture was stirred under hydrogen (1 atm) for 7.5 h. Filtration through Celite® and evaporation of the solvent gave the crude product. Purification by flash chromatography (silica gel, 6-15% ethyl acetate/dichloromethane) gave the title compound as a colorless oil. LC/MS 284 (M+1).