Methanol → 4-(3,4-Dimethoxyphenyl)-2-(2-hydroxyethyl)-6,7-dimethoxyquinazoline

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Reaction Steps

Methanol (15 ml) was added dropwise to a mixture of methyl 4-(3,4-dimethoxyphenyl)-6,7-dimethoxyquinazoline-2-acetate (4.0 g), sodium borohydride (1.9 g) and tetrahydrofuran (80 ml) under reflux. The mixture was stirred under reflux for 2 hours, and then poured into water, and extracted with ethyl acetate. The ethyl acetate layer was washed with water and dried over magnesium sulfate. Evaporation of the solvent gave 4-(3,4-dimethoxyphenyl)-2-(2-hydroxyethyl)-6,7-dimethoxyquinazoline (3.0 g, 81%). This was recrystallized from ethyl acetate. Colorless needles, mp. 165°-166° C.

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