Ethanol → HCID 59643350, compound

Participants

Reaction Steps

To a solution of ethyl 2-{4-[2-([4-(2-cyclopropyl-1,3-oxazol-4-yl)benzyl]{5-[3-(trifluoromethyl)phenyl]-1,2,4-oxadiazol-3-yl}amino)ethyl]phenoxy}-2-methylpropanoate (93 mg, 0.14 mmol) in anhydrous THF (1.5 ml) was added EtOH (0.4 ml), water (0.4 ml), and LiOH (31 mg, 1.28 mmol). The mixture was stirred at rt for 12 h. The reaction was quenched with a solution of saturated aqueous KH2PO4, and the aqueous phase was extracted with EtOAc (3×20 ml). The combined organic phases were dried with Na2SO4 and concentrated in vacuo to yield the title compound as a colorless solid (58 mg, 65%). 1H NMR (CDCl3) δ 8.34 (s, 1H), 8.26 (d, 1H, J=7.9), 7.80 (d, 1H, J=7.8), 7.65 (s, 1H), 7.62 (d, 1H, J=8.0), 7.40 (d, 2H, J=8.1), 6.92 (d, 2H, J=8.3), 6.81 (d, 2H, J=8.5), 6.65 (d, 2H, J=8.4), 4.53 (s, 2H), 3.63 (t, 2H, J=6.2), 2.92 (t, 2H, J=6.4), 2.21 (m, 1H), 1.58 (s, 6H), 1.19–1.06 (m, 4H). MS: m/z 633 (M+1).

Provenance & Evidence