Water → HCID 59238187, compound

Participants

Reaction Steps

4-[3-(Methoxycarbonylmethyl-aminocarbonyl)-4-nitro-phenyl]-[1,4]diazepane-1-carboxylic acid tert-butyl ester (38.4 g) was dissolved in methanol and 4 g of 10% (wt/wt) palladium on carbon catalyst was added with water (1000 mL) under a nitrogen atmosphere. The mixture was then degassed before stirring under 1 atmosphere of hydrogen gas at room temperature for approximately 8 hours. At this time, the reaction mixture was filtered through celite and washed with copious volumes of methanol. The filtrate was concentrated in vacuo, To the residue was added acetonitrile before evaporation of the solvent. To give 4-[4-amino-3-(methoxycarbonylmethyl-aminocarbonyl)-phenyl]-[1,4]diazepane-1-carboxylic acid tert-butyl ester as a dark green oil: 34.05 g (95%).

Provenance & Evidence