Water → (S)-8-chloro-7-fluoro-12,12a-dihydro-9-oxo-9H,11H-azeto[2,1-c]imidazo[1,5-a][1,4]benzodiazepine-1-carbonitrile

Participants

Reaction Steps

33.67 g (105 mmol) of (S)-8-chloro-7-fluoro-12,12a-dihydro-9-oxo-9H,11H-azeto[2,1-c]imidazo[1,5-a][1,4]benzodiazepine-1-carboxamide were suspended in 140 ml of dioxan and 18 ml of pyridine and treated dropwise with 22.6 g (107.6 mmol) of trifluoroacetic anhydride at a temperature of <8° within 30 min. The mixture was stirred at 50° for 2.5 hours and poured into 700 ml of water. The suspension was filtered and, after drying the residue, there were obtained 28.62 g (90%) of (S)-8-chloro-7-fluoro-12,12a-dihydro-9-oxo-9H,11H-azeto[2,1-c]imidazo[1,5-a][1,4]benzodiazepine-1-carbonitrile of m.p. 225°-228°.

Provenance & Evidence