HCID 68496413, compound → HCID 135949386, compound

Participants

Reaction Conditions

Reaction Steps

To 5-(4-(benzyloxy)phenyl)-3-(4-phenoxyphenyl)-1,2,4-oxadiazole (50 mg, 120 μmol) was added 10% Pd/C (1 mg, 8 μmol) and the mixture was suspended in methanol (3.0 mL) and THF (3.0 mL). The solution was stirred under H2 at 55° C. for 24 hours. The solution was filtered through Celite and the solvent was removed under reduced pressure and then purified by column chromatography EtOAc/Hex (1:6→1:4) to give the product as a white solid (12 mg, 31%). 1H NMR (500 MHz, CDCL3) δ(ppm): 5.83 (1H, bs), 6.98 (2H, d, J=8.2 Hz), 7.09 (4H, m), 7.18 (1H, t, J=7.6 Hz), 8.12 (2H, t, J=7.7 Hz), 8.12 (2H, d, J=6.8 Hz). 13C NMR (125 MHz, CDCL3) δ(ppm): 116.3 (CH), 117.2, 118.6 (CH), 119.9 (CH), 121.8, 124.4 (CH), 129.5 (CH), 130.2 (CH), 130.6 (CH), 156.4, 159.8, 160.3, 168.5, 175.7. MS (FAB+): 331 (MH+). HRMS for C20H14N2O3 (MH+): calculated: 331.1083; found 331.1056.

Provenance & Evidence