Triethylamine → 5-[3-[2-(Phenyl)ethylcarbonyloxy]propylthio]imidazo[1,2-a]pyridine

HRID 5463

반응식

HRID 5463 반응식
[OH:1][CH2:2][CH2:3][CH2:4][S:5][C:6]1[N:11]2[CH:12]=[CH:13][N:14]=[C:10]2[CH:9]=[CH:8][CH:7]=1.C(N(CC)CC)C.[C:22]1([CH2:28][CH2:29][C:30](Cl)=[O:31])[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1>C(Cl)Cl>[C:22]1([CH2:28][CH2:29][C:30]([O:1][CH2:2][CH2:3][CH2:4][S:5][C:6]2[N:11]3[CH:12]=[CH:13][N:14]=[C:10]3[CH:9]=[CH:8][CH:7]=2)=[O:31])[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 64801Benzenepropanoyl chlorideHCID 233628905-[3-(Hydroxy)propylthio]imidazo[1,2-a]pyridine

생성물 1

HCID 233629325-[3-[2-(Phenyl)ethylcarbonyloxy]propylthio]imidazo[1,2-a]pyridine수율 84.2%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To a solution of 5-[3-(hydroxy)propylthio]imidazo[1,2-a]pyridine (1.00 g, 4.80 mmoles) and triethylamine (0.80 ml, 5.74 mmoles) in methylene chloride (25 ml) was added 3-phenylpropionyl chloride (1.01 g, 5.99 mmoles) with stirring at room temperature and the mixture was further stirred at room temperature for 2 hours. The reaction mixture was washed with an aqueous 1N sodium hydroxide solution and dried. After the solvent was distilled off, the residue was purified by column chromatography [eluent: hexane/acetone (1:1)] to obtain 1.37 g of the desired product (84.2%, yellow oily product).

후처리

  1. stirringthe mixture was further stirred at room temperature for 2 hours
  2. washThe reaction mixture was washed with an aqueous 1N sodium hydroxide solution
  3. customdried
  4. distillationAfter the solvent was distilled off
  5. customthe residue was purified by column chromatography [eluent: hexane/acetone (1:1)]

출처 및 근거

ORD 기록
ord-2079fc0d693f44d2b7680a1a439cd964
출처 데이터셋
uspto-grants-1993_09
특허 번호
US05244908

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