反应详情

温度

110 °C

A mixture of 3-(2-chloroethoxy)-5-methyl-1-(6-methoxynaphthalen-2-yl)-1H-pyrazol (0.15 g, 0.47 mmol), ethanolamine (0.115 g, 1.89 mmol) and catalytic amount of NaI in N-methylpyrrolidone (NMP) (30 ml) was heated to 110° C., in a nitrogen atmosphere, during 20 hrs. Next, it was cooled, and water and ethyl acetate was added to the residue. The organic phase was washed with water several times, dried over Na2SO4, filtered and evaporated, thereby leaving a residue of 66 mg of 2-(2-(1-(6-Methoxynaphthalen-2-yl)-5-methyl-1H-pyrazol-3-yloxy)ethylamino)etanol. The aqueous phase was extracted with dichloromethane, dried over Na2SO4, filtered and evaporated leaving a crude residue, which was purified by a silica gel column chromatography (eluent: ethyl acetate/methanol, from 8/2 until 0/10) thereby obtaining additional 40 mg of desired compound. A total weight of 104 mg (yield: 65%) of 2-(2-(1-(6-methoxynaphthalen-2-yl)-5-methyl-1H-pyrazol-3-yloxy)ethylamino)etanol in the form of a colourless oil was obtained.

1. temperatureNext, it was cooled
2. washThe organic phase was washed with water several times
3. dry with materialdried over Na2SO4
4. filtrationfiltered
5. customevaporated