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

Participants

Reaction Steps

The objective compound was prepared by the same procedure for the example 39 and 40, using a 3-(4-amino-phenyl)-5,7-dichloro-3-methyl-1H-quinoline-2,4-dione (235 mg, 0.70 mmol), acetaldehyde (148 mL, 2.10 mmol), and sodium borocyanohydride (44 mg, 0.70 mmol). After normal workup, The residue was purified by a flash column chromatography (n-hexane:EtOAc=8:1) to give two separable objective chemical compounds of 5,7-dichloro-3-methyl-3-(4-ethylamino-phenyl)-1H-quinoline-2,4-dione (10 mg, 4%, yellow solid) and 5,7-dichloro-3-(4-diethylamino-phenyl)-3-methyl-1H-quinoline-2,4-dione (220 mg, 87%, pale yellow solid:

Provenance & Evidence