反应详情

A solution of 2-amino-3-(2-methoxybenzyloxy)pyridine (3.50 g) and 3-tosyloxy-5-hexyn-2-one (4.86 g) in ethanol (30 ml) was stirred and refluxed for 24 hours and then evaporated in vacuo. To the residue was added an aqueous solution of sodium bicarbonate and the mixture was extracted with ethyl acetate. The extract was washed with water, dried over magnesium sulfate and evaporated in vacuo. The oily residue was purified by column chromatography on silica gel (50 g) using chloroform as an eluent to give a solid, which was recrystallized from a mixture of ethyl acetate and n-hexane to give 8-(2-methoxybenzyloxy)-2-methyl-3-(2-propynyl)imidazo[1,2-a]pyridine (1.49 g).

1. temperaturerefluxed for 24 hours
2. customevaporated in vacuo
3. additionTo the residue was added an aqueous solution of sodium bicarbonate
4. extractionthe mixture was extracted with ethyl acetate
5. washThe extract was washed with water
6. dry with materialdried over magnesium sulfate
7. customevaporated in vacuo
8. customThe oily residue was purified by column chromatography on silica gel (50 g)
9. customto give a solid, which
10. customwas recrystallized from a mixture of ethyl acetate and n-hexane