Formic Acid → HCID 70000117, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of (1-methyl-7-nitro-2,5-dioxo-1,2,3,5-tetrahydro-benzo[e][1,4]diazepin-4-yl)-acetic acid ethyl ester (3.21 g, 10 mmol) in MeCN(15 ml) was added triethylamine (5.85 ml, 42.5 mmol). After cooling of this mixture to about 5° C. Pd—C (10%, 200 mg) and a solution of formic acid (1.6 ml) in MeCN(2 ml) were added. The ice bath was removed, gas evolution started and the temperature of the reaction mixture rose to 35° C. After 1 h the reaction mixture was heated to reflux temperature until all starting material had disappeared according to TLC. After filtration, evaporation of the solvents, and chromatography (silica gel, dichloromethane/MeOH 19:1) (7-amino-1-methyl-2,5-dioxo-1,2,3,5-tetrahydro-benzo[e][1,4]diazepin-4-yl)-acetic acid ethyl ester (1.9 g) was isolated: mp. 118-119° C.; MS (EI): 291 (M)+.

Provenance & Evidence