Allyl bromide → HCID 54533525, compound

Participants

Reaction Steps

2 g (5.1mmol) of crude (S)-1-(3-aminomethyl-1,2,4-oxadiazol-5-yl)-8-trifluoromethyl-12,12a-dihydro-9H,11H-azeto[2,1-c]imidazo[1,5-a][1,4]benzodiazepin-9-one, 30 ml of methylene chloride, 6.2 ml (36 mmol) of N-ethyldiisopropylamine and 2.57 g (1.8 mmol) of allyl bromide were stirred at room temperature for 18 hours. The reaction solution was washed three times with water, dried over magnesium sulfate and evaporated. The residue was chromatographed on 300 g of silica gel while eluting with ethyl acetate. There were obtained 1.62 g (67%) of (S)-1-(3-diallylaminomethyl-1,2,4-oxadiazol-5-yl)-8-trifluoromethyl-12,12a-dihydro-9H,11H-azeto[2,1-c]imidazo[1,5-a][1,4]benzodiazepin-9-one, which was converted into the hydrochloride of m.p. 147°-150°.

Provenance & Evidence