Methanol → 4,6-Dimethoxy-2-methylpyrimidin-5-amine

反応式

[CH3:1][O-:2].[Na+].Cl[C:5]1[C:10]([NH2:11])=[C:9](Cl)[N:8]=[C:7]([CH3:13])[N:6]=1.[CH3:14][OH:15]>>[CH3:1][O:2][C:5]1[C:10]([NH2:11])=[C:9]([O:15][CH3:14])[N:8]=[C:7]([CH3:13])[N:6]=1

参加物

反応物 3

HCID 887Methanol

HCID 7366744,6-Dichloro-2-methylpyrimidin-5-amine

HCID 10942334Sodium Methoxide

生成物 1

HCID 212392004,6-Dimethoxy-2-methylpyrimidin-5-amine収率 100%

反応条件

温度: 70 °C

実験手順

Sodium methoxide (28% solution in methanol, 150 mL) was added dropwise to a stirred solution of 4,6-dichloro-2-methylpyrimidin-5-amine (15.0 g, 84.3 mmol) in methanol (150 mL) at 0° C., and the mixture was stirred at room temperature for 1 hr, at 70° C. for 6 hr. The mixture was concentrated, diluted with aqueous saturated ammonium chloride and extracted with ethyl acetate. The combined organic layer was washed with brine, dried over anhydrous magnesium sulfate, filtered and concentrated in vacuo to give the title compound as a yellow solid (14.2 g, 84.3 mmol, 100%).