1-Bromo-2,6-difluorobenzene → HCID 86727489, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 2-bromo-1,3-difluorobenzene (0.2 g, 1.03 mmol) and tert-butyl piperazine-1-carboxylate (0.39 g, 2.07 mmol), and N,N-dimethylpyridin-4-amine (0.06 g, 0.52 mmol) was stirred at 120° C. overnight. The reaction mixture was cooled to ambient temperature and concentrated in vacuo. The residue was purified by column chromatography on silica gel (eluting with 5% EtOAc in petroleum ether) to give 4-(2-bromo-3-fluoro-phenyl)-piperazine-1-carboxylic acid tert-butyl ester (0.06 g, 16%). 1H NMR (CDCl3, 400 MHz): δ 7.25 (m, 1H), 6.87 (m, 1H), 6.81 (d, J=8.4 Hz, 1H), 3.63 (t, J=4.8 Hz, 4H), 3.01 (t, J=4.8 Hz, 4H), 1.5 (s, 9H). LC/MS (Table 1, Method 2) Rt=1.300 min; MS m/z: 303 [M+H−56]+ and 305 [M+H−56]+.

Provenance & Evidence