反应详情

To a solution of 2.90 g (6.24 mmol) of 2-methyl-5-[N-tert-butoxycarbonyl-N-[4-(trifluoromethanesulfonamido)butan-1-yl]aminomethyl]imidazo[1,2-a]pyridine and 2.29 g (18.73 mmol) of 4-dimethylaminopyridine in 25 ml of chloroform was added dropwise, for 3 minutes, 2.1 ml (18.73 mmol) of trichloroacetyl chloride. The reaction mixture was heated for 20 hours under reflux. The reaction mixture was then poured into ice-water, which was neutralized with a saturated aqueous solution of sodium hydrogencarbonate, followed by extraction with 100 ml of chloroform. The organic layer was washed with 200 ml of a saturated aqueous saline solution and dried over magnesium sulfate, followed by distilling off the solvent under reduced pressure. The residue was purified by silicagel column chromatography (eluent: chloroform/methanol=100:1) to give 2.47 g of the desired compound (65.2%, pale yellow liquid).

1. temperatureThe reaction mixture was heated for 20 hours
2. temperatureunder reflux
3. extractionfollowed by extraction with 100 ml of chloroform
4. washThe organic layer was washed with 200 ml of a saturated aqueous saline solution
5. dry with materialdried over magnesium sulfate
6. distillationby distilling off the solvent under reduced pressure
7. customThe residue was purified by silicagel column chromatography (eluent: chloroform/methanol=100:1)