Triethylamine → HCID 58431113, compound

Participants

Reaction Steps

To a solution of (S)-4-carbamoyl-2-{[(R)-5-(4-cyano-benzyl)-7-(3,5-dichloro-phenyl)-5-methyl-6-oxo-6,7-dihydro-5H-imidazo[1,2-a]imidazole-3-carbonyl]-amino}-butyric acid (50 mg, 0.088 mmol) in DMF (1 mL) was added (3-dimethylamino-propyl)-ethyl-carbodiimide hydrochloride (25 mg, 0.132 mmol), benzotriazol-1-ol (18 mg, 0.132 mmol) and triethylamine (47 μL, 0.395 mmol). The reaction mixture was stirred at room temperature for 20 min then piperidine-3-carboxylic acid amide (17 mg, 0.132 mmol) was added. The reaction mixture was stirred at room temperature for 64 h. The reaction mixture was then diluted with water and filtered through a glass frit. The solution was then extracted with CH2Cl2 (×3). The combined organic layers were then washed with water (×3). The organic phase was dried over anhydrous Na2SO4 and concentrated in vacuo. The resulting residue was purified via reverse phase HPLC to afford 60 mg of the title compound as a white solid, m/z 679.6 [M+1]+.

Provenance & Evidence