Dimethylformamide → HCID 53767971, compound

Participants

Reaction Steps

2 g (6.2 mmol) of (S)-1-(3-aminomethyl-1,2,4-oxadiazol-5-yl)-12,12a-dihydro-9H,11H-azeto[2,1-c]imidazo[1,5-a][1,4]benzodiazepin-9-one, 30 ml of N,N-dimethylformamide, 3.7 ml (21.7 mmol) of N-ethyldiisopropylamine and 1.6 ml (14.3 mmol) of 1-iodobutane were stirred at room temperature for 6 hours and at 80° for 1.5 hours. The reaction mixture was evaporated and the residue was chromatographed on 180 g of silica gel while eluting with methylene chloride/ethyl acetate 7/3. By concentrating the uniform fractions there were obtained 1.6 g (59%) of S)-1-(3-di-butylaminomethyl-1,2,4-oxadiazol-5-yl)-12,12a-dihydro-9H,11H-azeto[2,1-c]imidazo[1,5-a][1,4]benzodiazepin-9-one, which was converted into the hydrochloride.

Provenance & Evidence