Cl[C:2]1[CH:3]=[C:4]([N+:16]([O-])=O)[C:5]2[NH:11][C:10](=[O:12])[C@H:9]([CH3:13])[NH:8][C:7](=[O:14])[C:6]=2[CH:15]=1.O>[Pd].C(O)(=O)C>[NH2:16][C:4]1[C:5]2[NH:11][C:10](=[O:12])[C@H:9]([CH3:13])[NH:8][C:7](=[O:14])[C:6]=2[CH:15]=[CH:2][CH:3]=16 g (0.022 mol) of (S)-7-chloro-3-methyl-9-nitro-3,4-dihydro-1H-1,4-benzodiazepine-2,5-dione, 200 ml of water, 200 ml of acetic acid and 0.5 g of 5% palladium-on-charcoal are placed in a Parr bottle. The catalytic hydrogenation is carried out under 40 psi at 50° C. The catalyst is filtered, is washed with an acetic acid/water (50/50) mixture and the filtrate is concentrated to dryness. It is taken up in water and the pH adjusted to alkaline with a sodium carbonate solution. The mixture is left stirring for 15 minutes, filtration is carried out, drying is carried out and the solvent evaporated to dryness. 4 g of product are obtained.
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