Isobutylamine → HCID 58789345, compound

Participants

Reaction Steps

To a solution of 2-methyl-2-(3-phenyl-1,2,4-oxadiazol-5-yl)propanoic acid (example 41a) (307 mg, 1.32 mmol) in CH2Cl2 (10 mL) were added HOBt (196 mg, 1.45 mmol), EDCI.HCl (278 mg, 1.45 mmol) and isobutylamine (146 μL, 1.45 mmol). The reaction was stirred at room temperature under N2 for 18 h. Upon completion, the reaction was concentrated and purified by flash-chromatography (0-75% EtOAc in Hexane) to yield N-isobutyl-2-methyl-2-(3-phenyl-1,2,4-oxadiazol-5-yl)propanamide (198 mg, 52%) as a white solid. 1H NMR (500 MHz, DMSO-d6): δ 0.81-0.83 (d, 6H, J=6.7 Hz), 1.66 (s, 6H), 1.70-1.80 (sept, 1H, J=6.7 Hz), 2.89-2.92 (t, 2H, J=6.4 Hz), 7.56-7.61 (m, 3H), 7.92-7.95 (t, 1H, J=5.6 Hz), 8.01-8.03 (m, 2H). MS(M+H, 288).

Provenance & Evidence