Methanol → (S)-2-(5-Amino-1-oxoisoquinolin-2(1H)-yl)-3-hydroxypropanamide
Reaction equation
[OH:1][CH2:2][C@H:3]([N:7]1[CH:16]=[CH:15][C:14]2[C:9](=[CH:10][CH:11]=[CH:12][C:13]=2[N+:17]([O-])=O)[C:8]1=[O:20])[C:4]([NH2:6])=[O:5].CO>[Pd]>[NH2:17][C:13]1[CH:12]=[CH:11][CH:10]=[C:9]2[C:14]=1[CH:15]=[CH:16][N:7]([C@@H:3]([CH2:2][OH:1])[C:4]([NH2:6])=[O:5])[C:8]2=[O:20]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
A round bottom flask (250 mL) was charged with (S)-3-hydroxy-2-(5-nitro-1-oxoisoquinolin-2(1H)-yl)propanamide (0.2 g, 0.0007 mol) and methanol (20 mL, 0.5 mol) and palladium, 10% weight on charcoal (0.02 g, 0.0001 mol) was added and the flask was evacuated of air with the aid of vaccum and the reaction was stirred under an atmosphere of hydrogen (1 atm) with the aid of a balloon. The reaction was stirred for 45 minutes, in which time the reaction was complete. The reaction was filtered and the solvent removed under reduced pressure to yield the pure product as a light yellow solid. MS m/z=248.3 (M+H).