Réaction #92770

Équation de réaction

sodium ethoxide

sodium hydrogen carbonate

diethyl[({8-[(2,6-difluorobenzyl)oxy]-2-methylimidazo[1,2-a]pyridin-3-yl}carbonyl)amino]malonate

sodium ethoxide ethanol

1-iodobutane

citric acid

→

diethyl butyl[({8-[(2,6-difluorobenzyl)oxy]-2-methylimidazo[1,2-a]pyridin-3-yl}carbonyl)amino]malonate

Solvants

chloroform

ethanol

Conditions de réaction

Traitement

1. 1
   workup.STIRRINGby stirring at 70° C. for 1 hour
2. 2
   Autrea layer separation operation
3. 3
   SéchageThe organic layer was dried over anhydrous sodium sulfate
4. 4
   Autrethe solvent was evaporated under reduced pressure
5. 5
   AutreThe obtained residue was purified by silica gel column chromatography

Mode opératoire

To 252 mg of diethyl[({8-[(2,6-difluorobenzyl)oxy]-2-methylimidazo[1,2-a]pyridin-3-yl}carbonyl)amino]malonate were added 4 ml of ethanol, 0.23 ml of a 20% sodium ethoxide/ethanol solution, and 0.31 ml of 1-iodobutane, followed by stirring at 70° C. for 3 hours. Subsequently, 11 mg of sodium ethoxide was added thereto, followed by stirring at 70° C. for 1 hour. To the reaction mixture were added an aqueous citric acid solution, a saturated aqueous sodium hydrogen carbonate solution, and chloroform to carry out a layer separation operation. The organic layer was dried over anhydrous sodium sulfate and the solvent was evaporated under reduced pressure. The obtained residue was purified by silica gel column chromatography to obtain 69 mg of diethyl butyl[({8-[(2,6-difluorobenzyl)oxy]-2-methylimidazo[1,2-a]pyridin-3-yl}carbonyl)amino]malonate.

Source