2-Fluoro-3-(4-methyl-piperazin-1-yl)-6-nitro-phenylamine → HCID 22040478, compound

Participants

Reaction Steps

A 100 mL round bottom flask was charged with benzyl alcohol 1 (1.38 g, 5.0 mmol), MnO2 (6.52 g, 75 mmol) and CHCl3 (20 mL). The resulting suspension stirred at rt overnight. Reaction mixture filtered through Celite, washed successively with CHCl3 and EtOH, and evaporated. Crude product absorbed onto silica gel and chromatographed using 98:2 CH2Cl2/MeOH to give 2 as an orange solid. 1H NMR (300 MHz, CDCl3) δ 10.01 (s, 1H), 8.64 (d, J=5.5 Hz, 1H), 8.09 (br s, 1H), 7.96 (d, J=2.75 Hz, 1H), 7.37 (d, J=2.48 Hz, 1H), 7.29 (d, J=2.75 Hz, 1H), 7.08 (dd, J=2.47, 5.5 Hz, 1H), 6.94 (d, J=9.35 Hz, 1H), 3.08 (d, J=5.23 Hz, 3H).

Provenance & Evidence