Ammonium → HCID 66621374, compound

Participants

Reaction Steps

Methyl 2-(1-(benzyloxycarbonyl)piperidin-4-yl)benzo[d]oxazole-7-carboxylate (560 mg, 1.4 mmol) was added to a solution of ammonium in methanol (10 mL) in a sealing tube and the mixture was stirred at room temperature for 2 days. The resulting mixture was evaporated and the crude product was purified by prep-HPLC to give benzyl 4-(7-carbamoylbenzo[d]oxazol-2-yl)piperidine-1-carboxylate (200 mg, yield 37%). 1H-NMR (400 MHz, CDCl3) δ (ppm): 1.94-1.98 (m, 2H), 2.18-2.22 (m, 2H), 3.06-3.12 (m, 2H), 3.20-3.23 (m, 1H), 4.26 (brs, 2H), 5.16 (s, 2H), 6.30 (s, 1H), 6.92 (s, 1H), 7.32-7.38 (m, 5H), 7.42-7.46 (t, J=8.0 Hz, 1H), 7.84-7.87 (dd, J1=8.0 Hz, J2=1.2 Hz, 1H), 8.06-8.08 (dd, J1=8.0 Hz, J2=1.2 Hz, 1H); LC-MS (ESI) m/z: 380 (M+1)+.

Provenance & Evidence