Allyl bromide → HCID 53796219, compound

Participants

Reaction Steps

2 g (5.95 mmol) of (S)-1-(3-aminomethyl-1,2,4-oxadiazol-5-yl)-8-chloro-11,12,13,13a-tetrahydro-9H-imidazo[1,5-a]pyrrolo[2,1-c][1,4]benzodiazepin-9-one, 30 ml of N,N-dimethylformamide, 3.1 ml (17.8 mmol) of N-ethyldiisopropylamine and 1.1 ml (13.1 mmol) of allyl bromide were stirred at room temperature for 1.5 hours. The reaction solution was chromatographed on 250 g of silica gel while eluting with methylene chloride/ethyl acetate 7/3. There were obtained 2 g (81%) of (S)-1-(3-diallylaminomethyl-1,2,4-oxadiazol-5-yl)-8-chloro-11,12,13,13a-tetrahydro-9H-imidazo[1,5-a]pyrrolo[2,1-c][1,4]benzodiazepin-9-one, which was converted into the hydrochloride of m.p. 175°-177°.

Provenance & Evidence