Diethylamine → HCID 54438775, compound

Participants

Reaction Steps

0.36 ml (3.45 mmol) of diethylamine was added to a suspension of 400 mg (1.1 5 mmol) of (S)-1-(5-chloromethyl-1,2,4-oxadiazol-3-yl)-11,11a-dihydro-8H, 10H-azeto[1,2-a]imidazo[5,1-c]thieno-[3,2-e][1,4]diazepin-8-one in 10 ml N,N-dimethylformamide and the mixture was stirred at room temperature for 12 hours. The solution was evaporated and the residue was partitioned between methylene chloride and 2N sodium carbonate solution. The aqueous solution was extracted with methylene chloride and the organic phases were dried with magnesium sulfate, filtered and evaporated. The residue was chromatographed (silica gel, ethyl acetate/methanol 10:1). There were obtained 410 mg (92%) of (S)-1-(5-diethylaminomethyl-1,2,4-oxadiazol-3-yl)-11,11 a-dihydro-8H, 10H-azeto[1,2-a]imidazo[5,1-c]thieno[3,2-e][1,4]diazepin-8-one as a colourless foam, Rf=0.31 (silica gel, ethyl acetate/methanol 10:1).

Provenance & Evidence