HCID 66621105, compound → HCID 66621049, compound

Participants

Reaction Steps

2-(2-Fluoro-4-(pyridin-2-yl)phenyl)benzo[d]oxazole-7-carboxamide (380 mg, 1.1 mmol) and PtO2 (190 mg) in methanol (20 ml) was hydrogenated under 25 atm of hydrogen at 45° C. for two days. The mixture was filtered. The solvent was removed in vacuum. The crude product was purified by prep-HPLC to give 2-(2-fluoro-4-(piperidin-2-yl)phenyl)benzo[d]oxazole-7-carboxamide (228 mg, yield 44%). 1H-NMR (400 MHz, CD3OD) δ (ppm): 1.76-1.90 (m, 2H), 1.96-2.06 (m, 3H), 2.13-2.16 (m, 1H), 3.19-3.25 (m, 1H), 3.52-3.55 (d, J=12.4 Hz, 1H); 4.37-4.40 (d, J=11.2 Hz, 1H); 7.27-7.40 (m, 1H); 7.49-7.53 (m, 3H); 7.92-7.93 (m, 2H); 8.35-8.39 (t, J=7.2 Hz, 3H); LC-MS (ESI) m/z: 340 (M+1)+.

Provenance & Evidence