Реакция #317217

Уравнение реакции

Diisopropylethylamine

triethylsilylchloride

2-bromo-7-(pyridin-3-yl)hydroxymethylimidazo[5,1-b]thiazole

→

2-bromo-7-(pyridin-3-yl)triethylsilyloxymethylimidazo[5,1-b]thiazole

Растворители

dimethylformamide

ethyl acetate

Условия реакции

Обработка

1. 1
   Другоеthe diluted reaction mixture
2. 2
   Промывкаwas washed with water
3. 3
   Сушкаa 5% aqueous sodium bicarbonate solution, and a 20% aqueous sodium chloride solution in that order and was dried over anhydrous magnesium sulfate
4. 4
   ДругоеThe solvent was removed by evaporation
5. 5
   Другоеthe residue was purified by column chromatography on silica gel (2 to 5% methanol/methylene chloride)

Методика

Diisopropylethylamine (3.1 ml) and 3.0 ml of triethylsilylchloride were added in that order to a solution of 4.05 g of 2-bromo-7-(pyridin-3-yl)hydroxymethylimidazo[5,1-b]thiazole in 30 ml of dimethylformamide, and the mixture was stirred at room temperature for one hr. The reaction mixture was diluted with ethyl acetate, and the diluted reaction mixture was washed with water, a 5% aqueous sodium bicarbonate solution, and a 20% aqueous sodium chloride solution in that order and was dried over anhydrous magnesium sulfate. The solvent was removed by evaporation, and the residue was purified by column chromatography on silica gel (2 to 5% methanol/methylene chloride) to give 5.14 g of 2-bromo-7-(pyridin-3-yl)triethylsilyloxymethylimidazo[5,1-b]thiazole.

Источник