3-Amino-1,2-propanediol → N-(2,3-dihydroxypropyl)-2-fluoro-4-{5-[2-(methoxymethyl)-2'-methylbiphenyl-4-yl]-1,2,4-oxadiazol-3-yl}benzamide

Beteiligte Stoffe

Reaktionsschritte

2-Fluoro-4-{5-[2-(methoxymethyl)-2′-methylbiphenyl-4-yl]-1,2,4-oxadiazol-3-yl}benzoic acid (75 mg, 0.18 mmol) was dissolved in anhydrous DMF (1 mL). N-ethyldiisopropylamine (65 μl, 0.38 mmol) was added followed by HATU (72 mg, 0.19 mmol) and the reaction was stirred at RT for 15 minutes. 3-Amino-1,2-propanediol (17 mg, 0.19 mmol) was added and the reaction stirred at RT overnight. EtOAc was added and the organic phase was washed three times with a 1N aqueous solution of HCl and brine. It was dried on MgSO4, filtered and concentrated. It was purified on preparative HPLC to afford the title compound as a brown solid. LC/MS (Method B): 492.2 (M+H)+, 490.3 (M−H)−. HPLC (Method A) Rt 4.82 min (Purity: 95.9%).

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