반응 #92736

반응 방정식

8-(cyclohexylmethoxy)-2-methylimidazo[1,2-a]pyridine-3-carboxylic acid

tert-butyl (3S)-3-aminopiperidine-1-carboxylate

N-[3-(dimethylamino)propyl]-N′-ethylcarbodiimide hydrochloride

1-hydroxybenzotriazole

→

tert-butyl (3S)-3-({[8-(cyclohexylmethoxy)-2-methylimidazo[1,2-a]pyridin-3-yl]carbonyl}amino)piperidine-1-carboxylate

수율 82.5%

용매

DMF

ethyl acetate

water

반응 조건

후처리

1. 1
   기타a layer separation operation
2. 2
   세척The organic layer was washed with water and saturated brine
3. 3
   건조dried over anhydrous sodium sulfate
4. 4
   기타the solvent was evaporated under reduced pressure
5. 5
   기타The obtained residue was purified by silica gel column chromatography

실험 절차

To a solution of 600 mg of 8-(cyclohexylmethoxy)-2-methylimidazo[1,2-a]pyridine-3-carboxylic acid in 10 ml of DMF were added 500 mg of tert-butyl (3S)-3-aminopiperidine-1-carboxylate, 518 mg of N-[3-(dimethylamino)propyl]-N′-ethylcarbodiimide hydrochloride, and 366 mg of 1-hydroxybenzotriazole, followed by stirring overnight. To the reaction mixture were added water and ethyl acetate to carry out a layer separation operation. The organic layer was washed with water and saturated brine, 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 808 mg of tert-butyl (3S)-3-({[8-(cyclohexylmethoxy)-2-methylimidazo[1,2-a]pyridin-3-yl]carbonyl}amino)piperidine-1-carboxylate.

출처