Allyl bromide → HCID 53996798, compound

Participants

Reaction Steps

5.1ml (29.8 mmol) of N-ethyldiisopropylamine and 1.46 ml (17.34 mmol) of allyl bromide were added to a solution of 800 mg (2.16 mmol) of (S)-1-(5-aminomethyl-1,2,4-oxadiazol-3-yl)-7-fluoro-8-methoxy-12,12a-dihydro-9H,11H-azeto[2,1-c]imidazo[1,5-a][1,4]benzodiazepin-9-one in 12 ml of methylene chloride. The reaction solution was stirred at room temperature for 20 hours, subsequently diluted with methylene chloride and washed three times with water. The organic phases were dried over magnesium sulfate, filtered and evaporated. The residue obtained was chromatographed (silica gel, methylene chloride/methanol 19:1). There were obtained 770 mg (79%) of (S)-1-(5-diallylaminomethyl-1,2,4-oxadiazol-3-yl)-7-fluoro-8-methoxy-12,12a-dihydro-9H,11H-azeto[2,1-c]imidazo[1,5-a][1,4]benzodiazepin-9-one as a colourless foam, Rf=0.37 (silica gel, methylene chloride/methanol 19:1).

Provenance & Evidence