Hexane → 3-(3-benzyloxy-phenyl)-5,7-dichloro-3-methyl-1H-quinoline-2,4-dione

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Reaction Steps

The objective compound was prepared by the same procedure for the example 1, using a 4,6-dichloro-2-[2-(3-benzyloxy-phenyl)-propionylamino]-benzoic acid methyl ester (2.80 g, 6.40 mmol) and LiHMDS (19.0 mmol, 1M THF solution). After normal workup, the objective compound (1.90 g, 71%) was obtained as pale yellow solid by a flash column chromatography (n-hexane:EtOAc=9:1): 1H NMR (200 MHz, DMSO-d6) δ 1.55 (s, 3H, CH3), 5.02 (s, 2H, OCH2), 6.69-7.02 (m, 2H, ArH), 7.22-7.38 (m, 7H, ArH), 11.28 (br s, 1H, NH); m.p. 201-203° C.; MS(EI) m/e 426 [M++1], 160, 91.

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