Triethylamine → 5-[4-(1-Naphthalenesulfonylamino)butylthio]imidazo[1,2-a]pyridine

HRID 5458

반응식

HRID 5458 반응식
[NH2:1][CH2:2][CH2:3][CH2:4][CH2:5][S:6][C:7]1[N:12]2[CH:13]=[CH:14][N:15]=[C:11]2[CH:10]=[CH:9][CH:8]=1.C(N(CC)CC)C.[C:23]1([S:33](Cl)(=[O:35])=[O:34])[C:32]2[C:27](=[CH:28][CH:29]=[CH:30][CH:31]=2)[CH:26]=[CH:25][CH:24]=1>C(Cl)Cl>[C:23]1([S:33]([NH:1][CH2:2][CH2:3][CH2:4][CH2:5][S:6][C:7]2[N:12]3[CH:13]=[CH:14][N:15]=[C:11]3[CH:10]=[CH:9][CH:8]=2)(=[O:35])=[O:34])[C:32]2[C:27](=[CH:28][CH:29]=[CH:30][CH:31]=2)[CH:26]=[CH:25][CH:24]=1

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 665601-Naphthalenesulfonyl chlorideHCID 233628945-[4-(Amino)butylthio]imidazo[1,2-a]pyridine

생성물 1

HCID 233628855-[4-(1-Naphthalenesulfonylamino)butylthio]imidazo[1,2-a]pyridine수율 53.3%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To a solution of 5-[4-(amino)butylthio]imidazo[1,2-a]pyridine (300 mg, 1.36 mmoles) and triethylamine (0.29 ml, 2.08 mmoles) in methylene chloride (15 ml) was added 1-naphthalenesulfonyl chloride (307 mg, 1.35 mmoles) under ice-cooling with stirring and the mixture was stirred at room temperature for 1 hour. The reaction mixture was washed in turn with an aqueous sodium bicarbonate solution and water and dried over anhydrous magnesium sulfate. After the solvent was distilled off, the residue was purified by column chromatography (eluent: ethyl acetate) to obtain 296 mg of the desired product (53.0%, colorless solid).

후처리

  1. temperaturecooling
  2. stirringthe mixture was stirred at room temperature for 1 hour
  3. washThe reaction mixture was washed in turn with an aqueous sodium bicarbonate solution and water
  4. dry with materialdried over anhydrous magnesium sulfate
  5. distillationAfter the solvent was distilled off
  6. customthe residue was purified by column chromatography (eluent: ethyl acetate)

출처 및 근거

ORD 기록
ord-60c2ecf6995d45a5aa4ac142f572040a
출처 데이터셋
uspto-grants-1993_09
특허 번호
US05244908

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