tert-Butyl (2S)-2-(aminomethyl)piperidine-1-carboxylate → HCID 58874493, compound

Participants

Reaction Steps

Following the general procedure for Intermediate 2 using 4-fluoro-3-nitro-N,N-bis(2,2,2-trifluoroethyl)benzamide (200 mg, 0.574 mmol) and tert-butyl (2S)-2-(aminomethyl)piperidine-1-carboxylate (150 mg, 0.689 mmol) in 10 mL of EtOH containing TEA (0.120 mL, 0.861 mmol). The product was purified by flash chromatography on silica gel using 3:1/hexanes:EtOAc as eluent Yield: 311 mg (99%); 1H NMR (400 MHz, CHLOROFORM-D) δ 1.47 (s, 9H), 1.52 (m, 1H), 1.66 (m, 1H), 1.71 (s, 2H), 1.74 (s, 2H), 2.79 (m, 1H), 3.36 (m, 1H), 3.65 (m, 1H), 4.09 (s, 1H), 4.26 (q, J=8.33 Hz, 4H), 4.64 (m, 1H), 7.07 (d, J=8.98 Hz, 1H), 7.55 (dd, J=8.89, 2.05 Hz, 1H), 8.30 (d, J=2.15 Hz, 1H), 8.39 (m, 1H); MS (ESI) 542.81 (MH+).

Provenance & Evidence