N-(2-aminoethyl)acetamide → N-[2-(acetylamino)ethyl]-2-(3-{5-[2-(methoxymethyl)-2'-methylbiphenyl-4-yl]-1,2,4-oxadiazol-3-yl}phenyl)acetamide

Participants

Reaction Steps

To a solution of crude (3-{5-[2-(methoxymethyl)-2′-methylbiphenyl-4-yl]-1,2,4-oxadiazol-3-yl}phenyl)acetic acid (preparation described in Example 24, Step 1, 308 mg; 0.74 mmol) in DMF (6 mL) at 0° C. was added DIEA (267 4, 1.5 mmol) and HATU (282 mg; 0.74 mmol). After 10 min, a solution of N-acetylethylenediamine (75 mg, 0.74 mmol) in DMF (2 mL) was added and the reaction mixture was stirred at RT overnight. Et2O was added and the mixture was washed with water. The organic phase was dried over MgSO4, filtered and concentrated in vacuo. The crude was purified by preparative HPLC affording the title compound as a white fluffy solid. LC/MS (Method B): 499.3 (M+H)+. HPLC (Method A) Rt 4.89 min (Purity: 100.0%).

Provenance & Evidence