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Thursday 1 January 2015

5-fluoro-6-(4-methylpiperazinyl isatin


Figure imgf000022_0002
To a solution of 5,6-difluoroisatin (1.0 g, 5 mmol) in 50 mL of dimethyl sulfoxide was added N-methylpiperazine (5.47 g, 50 mmol). The mixture was stirred for 4 h at room temperature and the crude reaction mixture was diluted with ethyl acetate. The organic solution was washed with saturated sodium bicarbonate. The organic layers were separated and concentrated to give the title compound in 72% yield: mp 150°C (dec); 

1H NMR (300 MHz, DMSO-d6) δ 10.8 (br s, IH), 7.3 (d, IH), 6.4 (d, IH), 2.25 (s, 3H), 2.2 (m, 4H), 2.1 (m, 4H)

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