Sodium Hydroxide → HCID 74818738, compound

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Reaction Steps

A mixture of 1-{4-[2-amino-6-(2,5-dichloro-phenyl)-pyrimidin-4-yl-amino]-phenyl}-ethanone, hydroxylamine hydrochloride, 0.6 M aqueous sodium hydroxide solution (2 ml), and ethanol (20 ml) was stirred 16 hours. The mixture was extracted with tetrahydrofuran (3×15 ml). The combined extracts were dried over magnesium sulfate and concentrated under reduced pressure. The residue was purified by column chromatography on alumina eluting with 7% methanol-chloroform to provide the title compound (0.010 g, 10% yield). 1H NMR (DMSO-d6) δ 2.14 (s, 3H, CH3), 6.34 (s, 1H, Ar), 7.51-0.754 (m, 1H, Ar), 7.58-7.61 (m, 3H, Ar), 7.65 (d, 1H, J=2.5 Hz, Ar), 7.79 (d, 2H, J=8.8 Hz, Ar), 9.46 (s, 1H, NH), 11.02 (s, 1H, OH).

Provenance & Evidence