2-Amino-2-thioxoethyl 2,2-dimethylpropanoate → 8-Chloro-7-dimethylamino-4-[3-(2-hydroxymethyl-thiazol-4-yl)-phenyl]-1,3-dihydro-benzo[b][1,4]diazepin-2-one

Participants

Reaction Conditions

Reaction Steps

A mixture of 4-(3-bromoacetyl-phenyl)-8-chloro-7-dimethylamino-1,3-dihydro-benzo[b][1,4]diazepin-2-one (0.22 g) and 2-(tert.-butylcarbonyl-oxy)thioacetamide (0.11 g) in EtOH (3 mL) was heated at 80° C. for 0.5 h. The solution was diluted with AcOEt, washed with sat. NaHCO3 solution and with brine, dried and evaporated. The residue was stirred in a mixture of MeOH (8 mL) and 1.5N KOH (8 mL) at 20° C. for 20 min. H2O (30 ml) was added and the precipitated product collected by filtration to give the title compound (0.9 g) as yellow powder.

Provenance & Evidence