Gamma-Aminobutyric Acid → 4-[(4-{5-[2'-Methyl-2-(trifluoromethyl)biphenyl-4-yl]-1,2,4-oxadiazol-3-yl}benzyl)amino]butanoic acid

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Reaction Steps

Sodium cyanoborohydride (18 mg, 0.28 mmol) was added to a solution of 4-(5-(2′-methyl-2-(trifluoromethyl)biphenyl-4-yl)-1,2,4-oxadiazol-3-yl)benzaldehyde (0.25 mmol) and 4-aminobutanoic acid (0.25 mmol) in a mixture of methanol (3 mL), DCM (3 mL) and acetic acid (38 μl). The mixture was stirred at room temperature overnight and was filtered through a frit under positive pressure. The solvent was removed in vacuo and the residue purified by reverse phase HPLC to give the title compound as a off-white solid. LC/MS (Method A): 494 (M−H)−, 496 (M+H)+. HPLC (Method K) Rt=17.93 min (Purity: 93.64%).

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