1-(Furan-3-yl)methanamine → 4-[(3-Furylmethyl)amino]-3-nitro-N,N-bis(2,2,2-trifluoroethyl)benzamide

Participants

Reaction Steps

Following the general procedure for Intermediate 2 using 4-fluoro-3-nitro-N,N-bis(2,2,2-trifluoroethyl)benzamide (103 mg, 0.296 mmol) and 3-furylmethylamine (35 mg, 0.355 mmol) in 3 mL of EtOH containing TEA (0.060 mL, 0.444 mmol). The product was purified by flash chromatography on silica gel using 3:1/hexanes:EtOAc as eluent. Yield: 114 mg (91%); 1H NMR (400 MHz, CHLOROFORM-D) δ 4.26 (q, J=8.40 Hz, 4H), 4.44 (d, J=5.27 Hz, 2H), 6.43 (m, 1H), 7.00 (d, J=8.98 Hz, 1H), 7.46 (m, 2H), 7.55 (dd, J=8.88, 2.05 Hz, 1H), 8.32 (d, J=2.15 Hz, 1H), 8.45 (m, 1H); MS (ESI) 425.72 (MH+).

Provenance & Evidence