[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[N:11]3[CH:12]=[N:13][C:14]([C:15]([NH2:17])=O)=[C:10]3[C@@H:9]3[CH2:18][CH2:19][N:8]3[C:7](=[O:20])[C:6]=2[CH:21]=1.N1C=CC=CC=1.FC(F)(F)C(OC(=O)C(F)(F)F)=O>O1CCOCC1>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[N:11]3[CH:12]=[N:13][C:14]([C:15]#[N:17])=[C:10]3[C@@H:9]3[CH2:18][CH2:19][N:8]3[C:7](=[O:20])[C:6]=2[CH:21]=12.38 g (7.85 mmol) of (S)-7-chloro-12,12a-dihydro-9-oxo-9H,11H-azeto[2,1-c]imidazo[1,5-a][1,4]benzodiazepine-1-carboxamide were suspended in 15 ml of dioxan and 1.4 ml of pyridine and treated dropwise at a temperature of about 10° with 1.2 ml (8.25 mmol) of trifluoroacetic anhydride. The mixture was stirred at room temperature for 45 min. and a further 0.26 ml of pyridine and 0.11 ml of trifluoroacetic anhydride were added. The reaction mixture was stirred for 30 min. Thereupon, the solvent was removed in a vacuum and the residue was triturated with 30 ml of water. The crude material was chromatographed on 50 g of silica gel (methylene chloride/acetone 9:1). The product was recrystallized from acetonitrile. There were obtained 1.75 g (80%) of (S)-7-chloro-12,12a-dihydro-9-oxo-9H,11H-azeto[2,1-c]imidazo[1,5-a][1,4]benzodiazepine-1-carbonitrile of m.p. 258°-261°.
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