Ammonium formate → 2-(4-Amino-2-fluorobenzamido)acetic acid

Participants

Reaction Steps

To a solution of 2-(2-fluoro-4-nitrobenzamido)acetic acid (100 mg, 0.413 mmol) in methanol (15 mL) was added successively zinc dust (270 mg, 4.132 mmol) and ammonium formate (260 mg, 4.132 mmol) at rt. The reaction mixture was stirred at rt for 15 min. The reaction mixture was filtered and washed with methanol (2×5 mL). The residue obtained after evaporation of the solvents was diluted with water (5 mL) and acidified with AcOH (3 mL). The solution was extracted with EtOAc (3×50 mL) and the combined organic layer was dried over anhyd Na2SO4. The solution was filtered and evaporated the solvent. The residue was chromatographed over silica gel column using chloroform:methanol (70:30) as eluents to give the product as a white color solid (59 mg, 67%), mp 190-194° C.

Provenance & Evidence