Sodium Bicarbonate → HCID 11599255, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of 2-[(S)-2-(4-benzo[1,3]dioxol-5-yl4-hydroxy-2,5-dioxo-imidazolidin-1-yl)-3-(4-carbamoyl-phenyl)-propionylamino]-thiazole-4-carboxylic acid methyl ester (80 mg, 0.14 mmol) in acetic acid (4.0 mL) was added zinc (183 mg, 2.8 mmol). The mixture was heated to 65° C. for 6 hours. The reaction was neutralized with saturated sodium bicarbonate at 0° C. and extracted with ethyl acetate. The organic layer was washed with brine and dried over magnesium sulfate. The solvents were removed and the product was triturated with methanol/diethyl ether, filtered and dried to give 2-[(S)-2-(4-benzo[1,3]dioxol-5-yl-2,5-dioxo-imidazolidin-1-yl)-3-(4-carbamoyl-phenyl)-propionylamino]-thiazole-4-carboxylic acid methyl ester (23 mg, 30%).

Provenance & Evidence