HCID 67713734, compound → (S)-1-(5-aminomethyl-1,2,4-oxadiazol-3-yl)-8-chloro-7-fluoro-12,12a-dihydro-9H,11H-azeto[2,1-c]imidazo[1,5-a][1,4]benzodiazepin-9-one

Participants

Reaction Steps

36.8 g (77.5 mmol) of crude (S)-1-[5-(BOC-aminomethyl)-1,2,4-oxadiazol-3-yl]-8-chloro-7-fluoro-12,12a-dihydro-9H,11H-azeto[2,1-c]imidazo[1,5-a][1,4]benzodiazepin-9-one and 90 ml of trifluoroacetic acid were stirred at room temperature for 2 hours. The solution was evaporated, the residue was dissolved in water and the aqueous solution was washed three times with methylene chloride. The aqueous phase was made alkaline with conc. ammonia and extracted eight times with methylene chloride (a total of about 1 l). By evaporating the organic phases, combined and dried over magnesium sulfate, there were obtained 23.8 g (82%) of (S)-1-(5-aminomethyl-1,2,4-oxadiazol-3-yl)-8-chloro-7-fluoro-12,12a-dihydro-9H,11H-azeto[2,1-c]imidazo[1,5-a][1,4]benzodiazepin-9-one, which was used without further purification as the starting material for the Example described hereinafter.

Provenance & Evidence