Water → HCID 59441982, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of 1-fluoro-2-methyl-5-(methyloxy)-4-nitrobenzene (1.3 g, 7.03 mmol) in dimethylsulfoxide was added potassium carbonate (1.9 g, 14.0 mmol) and isopropylpiperazine (2.0 mL, 14 mmol). The resulting suspension was warmed at 70° C. for 12 hours, poured into water, and extracted with diethyl ether. The ether layers were washed with aqueous saturated sodium chloride, dried over sodium sulfate, taken to a residue under reduced pressure, and purified by chromatography on SiO2 to afford 1-(1-methylethyl)-4-[2-methyl-5-(methyloxy)-4-nitrophenyl]piperazine (1.78 g, 86% yield) as a yellow solid. 1H NMR (400 MHz, CDCl3) δ ppm. 1.11 (d, J=6.60 Hz, 6 H), 2.24 (s, 3 H), 2.72 (s, 4 H), 2.79 (s, 1 H), 3.06 (s, 4 H), 3.93 (s, 3 H), 6.57 (s, 1 H), 7.81 (s, 1 H).

Provenance & Evidence