반응 #92746

반응 방정식

8-(cyclohexylmethoxy)-2-methyl-N-[(3S)-piperidin-3-yl]imidazo[1,2-a]pyridine-3-carboxamide dihydrochloride

pyridine

sulfamide

water

→

N-[(3S)-1-(aminosulfonyl)piperidin-3-yl]-8-(cyclohexylmethoxy)-2-methylimidazo[1,2-a]pyridine-3-carboxamide hydrochloride

수율 68.9%

용매

chloroform

반응 조건

후처리

1. 1
   온도by heating
2. 2
   온도to reflux for 4 hours
3. 3
   기타After leaving
4. 4
   기타a layer separation operation
5. 5
   건조The organic layer was dried over anhydrous sodium sulfate
6. 6
   기타the solvent was evaporated under reduced pressure
7. 7
   기타the obtained residue was purified by silica gel column chromatography
8. 8
   workup.ADDITION120 μl of a 4 M hydrogen chloride/ethyl acetate solution was added
9. 9
   여과The resulting solid was collected by filtration
10. 10
    기타dried

실험 절차

To 200 mg of 8-(cyclohexylmethoxy)-2-methyl-N-[(3S)-piperidin-3-yl]imidazo[1,2-a]pyridine-3-carboxamide dihydrochloride were added 5 ml of pyridine and 217 mg of sulfamide, followed by heating to reflux for 4 hours. After leaving to be cooled at room temperature, to the reaction mixture were added water and chloroform to carry out a layer separation operation. The organic layer was dried over anhydrous sodium sulfate, the solvent was evaporated under reduced pressure, and the obtained residue was purified by silica gel column chromatography. The obtained solid was suspended in ethyl acetate, and 120 μl of a 4 M hydrogen chloride/ethyl acetate solution was added thereto. The resulting solid was collected by filtration and dried to obtain 151 mg of N-[(3S)-1-(aminosulfonyl)piperidin-3-yl]-8-(cyclohexylmethoxy)-2-methylimidazo[1,2-a]pyridine-3-carboxamide hydrochloride.

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