Methylamine → HCID 53986672, compound

Participants

Reaction Steps

30 ml of methylamine (33% in ethanol) were added dropwise at 70° to a solution of 2.4 g (5.23 mmol) of (S)-2-[5-(8-oxo-11,11 a-dihydro-8H,10H-azeto[1,2-a]imidazo[5,1-c]thieno[3,2-e][1,4]diazepin-1-yl)-1,2,4-oxadiazol-3-yl-methyl]-2,3-dihydro-1H-isoindole-1,3-dione in 40 ml ethanol and the mixture was stirred at 70° for a further 2 hours. The reaction mixture was evaporated and the residue was chromatographed (silica gel, methylene chloride/methanol 20:1). There were obtained 1.60 g (93%) of (S)-1-(3-aminomethyl-1,2,4-oxadiazol-5-yl)-11,11a-dihydro-8H,10H-azeto[1,2-a]imidazo[5,1-c]thieno[3,2-e][1,4]diazepin-8-one as colourless crystals of m.p. 227° (dec.).

Provenance & Evidence