Allyl bromide → HCID 53957199, compound

Participants

Reaction Steps

4.72 g (14.6 mmol) of crude (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, 70 ml of methylene chloride, 6 ml (35 mmol) of N-ethyldiisopropylamine and 3.53 g (29.2 mmol) of allyl bromide were stirred at room temperature for 60 hours. The reaction mixture was evaporated and the residue was chromatographed on 180 g of silica gel while eluting with ethyl acetate. By concentrating the uniform fractions there was obtained (S)-1-(3-diallylaminomethyl-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 of m.p. 147°-150°.

Provenance & Evidence