Hexane → 5-chloro-3-(4-hydroxy-phenyl)-3-methyl-7-(4-methyl-piperazine-1-yl)-1H-quinoline-2,4-dione

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Reaction Steps

The objective compound was prepared by the same procedure for the example 13, using a 5-chloro-3-(4-methoxy-phenyl)-3-methyl-7-(4-methyl-piperazine-1-yl)-1H-quinoline-2,4-dione (0.03 g, 0.07 mmol) and BBr3(0.22 mL, 1.0 M dichloromethane solution). After normal workup, the pure objective compound (19 mg, 65%) was obtained as slightly yellow solid by recrytalization (n-hexane:EtOAc=1:3): 1H NMR (200 MHz, CDCl3) δ 1.75 (s, 3H, CH3), 2.38 (s, 3H, NCH3), 2.59-2.65 (m, 4H, 2×NCH2), 2.89-2.92 (m, 4H, 2×NCH2), 3.33 (s, 3H, OCH3), 6.52-6.55 (m, 2H, ArH), 6.69-6.74 (m, 2H, ArH), 7.04-7.08 (m, 2H, ArH).

Provenance & Evidence