Ammonium formate → 1H-Imidazole-1-propanoic acid, 4-(4-aminophenyl)-, 1,1-dimethylethyl ester

Participants

Reaction Conditions

Reaction Steps

Palladium (10% w/w on carbon, 50% wet, 260 mg, 2.443 mmol) was added to a solution of 1,1-dimethylethyl 3-[4-(4-nitrophenyl)-1H-imidazol-1-yl]propanoate (for a preparation see Intermediate 97) (2.6 g, 8.19 mmol) and ammonium formate (1.29 g, 20.48 mmol) in ethanol (50 mL). The reaction mixture was refluxed for 4 h then was cooled to approximately 40° C. and filtered through celite whilst still warm. Most of the solvent was removed in vacuo from the filtrate to give 1,1-dimethylethyl 3-[4-(4-aminophenyl)-1H-imidazol-1-yl]propanoate (1.8 g, 6.26 mmol, 76%) as a yellow solid.

Provenance & Evidence