1-Iodopropane → HCID 54188565, compound

Participants

Reaction Steps

1.85 g (5 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, 20 ml of N,N-dimethylformamide, 2.14 ml (12.5 mmol) of N-ethyldiisopropylamine and 0.97 ml (10 mmol) of propyl iodide were stirred at 80° overnight. After evaporating the solvent the residue was chromatographed on 210 g of silica gel while eluting with ethyl acetate. There was obtained 0.81 g (36%) of (S)-8-chloro-11,12,13,13a-tetrahydro-1-(3-dipropylaminomethyl-1,2,4-oxadiazol-5-yl)-9H-imidazo[1,5-a]pyrrolo[2,1-c][1,4]benzodiazepin-9-one, which was converted into the hydrochloride of m.p. 155°-158°.

Provenance & Evidence