反应详情

To a mixture of 6-methyl-4-(3-nitrophenyl)-2-phenyl-5-pyrimidinecarboxylic acid (9 g), dichloromethane (72 ml) and N,N-dimethylformamide (20 ml), thionyl chloride (2.1 ml) was added at 7° C. under ice cooling. After stirring for 1.5 hours at the same condition, 2-dimethylaminoethylamine (5.9 g) was added and stirred for 2 hours. The reaction mixture was adjusted to pH=8.5 by saturated potassium carbonate and extracted with chloroform. The organic layer was washed with water and brine and dried over magnesium sulfate. The solvent was distilled off to give a residue, which was chromatographed on alumina eluting with a mixture of n-hexane and ethyl acetate (5:1). The fractions containing the desired product were combined and concentrated in vacuo. The crystalline residue was recrystallized from diethyl ether to afford N-(2-dimethylaminoethyl)-6-methyl-4-(3-nitrophenyl)-2-phenyl-5-pyrimidinecarboxamide.

1. additionwas added at 7° C. under ice cooling
2. additionwas added
3. extractionextracted with chloroform
4. washThe organic layer was washed with water and brine
5. dry with materialdried over magnesium sulfate
6. distillationThe solvent was distilled off
7. customto give a residue, which
8. customwas chromatographed on alumina eluting with a mixture of n-hexane and ethyl acetate (5:1)
9. additionThe fractions containing the desired product
10. concentrationconcentrated in vacuo
11. customThe crystalline residue was recrystallized from diethyl ether