反应详情

温度

100 °C

To a mixture of 2-chloro-3-methyl-6-pyridin-4-yl-3H-pyrimidin-4-one (500 mg, 2.26 mmol) and 2-(4-piperidin-1-ylmethyl-phenyl)ethanol (990 mg, 4.51 mmol) in N,N-dimethylformamide (15 ml) was added 1,8-diazabicyclo[5.4.0]undec-7-ene (347 mg, 2.26 mmol) at room temperature. The mixture was stirred at 100° C. for 4 hours. The mixture was poured into water and extracted with ethyl acetate. The organic layer was washed with brine, dried over sodium sulfate, and concentrated in vacuo. The residue was purified by silica gel column chromatography (eluent; ethyl acetate/methanol=90/10 to 67/33) to afford a pale blue powder. This compound was dissolved into ethyl acetate (1.2 ml), and 4N-hydrogen chloride in ethyl acetate (1.2 ml, 4.8 mmol) was added at room temperature. The mixture was stirred for 30 minutes, then the solvent was removed under reduced pressure to afford 3-methyl-2-[2-(4-piperidin-1-ylmethyl-phenyl)ethoxy]-6-pyridin-4-yl-3H-pyrimidin-4-one dihydrochloride as a pale purple solid (455 mg, 0.952 mmol, 42%).

1. extractionextracted with ethyl acetate
2. washThe organic layer was washed with brine
3. dry with materialdried over sodium sulfate
4. concentrationconcentrated in vacuo
5. customThe residue was purified by silica gel column chromatography (eluent; ethyl acetate/methanol=90/10 to 67/33)
6. customto afford a pale blue powder
7. additionwas added at room temperature
8. stirringThe mixture was stirred for 30 minutes
9. customthe solvent was removed under reduced pressure