Methanol → 4-Methoxy-6-(1H-pyrazol-1-yl)pyrimidine

반응식

[Na].Cl[C:3]1[N:8]=[CH:7][N:6]=[C:5]([N:9]2[CH:13]=[CH:12][CH:11]=[N:10]2)[CH:4]=1.[CH3:14][OH:15]>>[CH3:14][O:15][C:3]1[N:8]=[CH:7][N:6]=[C:5]([N:9]2[CH:13]=[CH:12][CH:11]=[N:10]2)[CH:4]=1

참가 물질

반응물 3

HCID 887Methanol2회

HCID 5360545Sodium

HCID 106312394-Chloro-6-(1H-pyrazol-1-yl)pyrimidine

생성물 1

HCID 108211524-Methoxy-6-(1H-pyrazol-1-yl)pyrimidine

실험 절차

In 3 ml of anhydrous methanol, 23 mg of sodium metal was dissolved, and to the resulting solution, 180 mg of 6-chloro-4-(1-pyrazolyl)pyrimidine in 2 ml of anhydrous methanol was added dropwise with stirring at room temperature in a stream of nitrogen overnight. The solvent was distilled off under reduced pressure, and the residue was extracted with 20 ml of methylene chloride. The organic layer was washed with 5 ml of saturated sodium chloride solution, and dried over anhydrous sodium sulfate. The solvent was distilled away, and a residue was purified by a silica gel column chromatography using chloroform to give an amorphous product. The product was recrystallized from n-hexane to provide 132 mg of the plate crystal 6-methoxy-4-(1-pyrazolyl)pyrimidine having a melting point of 108.5°-109° C.