[Cl:1][C:2]1[C:3]([N+:18]([O-])=O)=[C:4]2[C:9](=[CH:10][CH:11]=1)[C:8](=[O:12])[N:7]([C@H:13]([CH3:17])[C:14]([NH2:16])=[O:15])[CH:6]=[CH:5]2.C(O)C.[Cl-].[NH4+].O>[Fe].C(OCC)(=O)C>[NH2:18][C:3]1[C:2]([Cl:1])=[CH:11][CH:10]=[C:9]2[C:4]=1[CH:5]=[CH:6][N:7]([C@H:13]([CH3:17])[C:14]([NH2:16])=[O:15])[C:8]2=[O:12]
To a solution of (R)-2-(6-chloro-5-nitro-1-oxoisoquinolin-2(1H)-yl)propanamide (120 mg, 0.00040 mol) in ethanol (4 mL, 0.07 mol) was added ammonium chloride (200 mg, 0.004 mol) in water (4 mL, 0.2 mol). The reaction was heated at 85° C. and iron (90 mg, 0.002 mol) was added in two portions 5 minutes apart. The reaction was stirred for 30 minutes and ethyl acetate was added and decanted. the solvent was removed under reduced pressureunder reduced pressure to afford the product as a yellow solid.
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