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Triethylamine → 5-[2-(Methylcarbamoyloxy)ethylthio]imidazo[1,2-a]pyridine

HRID 1081717
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반응식

HRID 1081717 반응식
[OH:1][CH2:2][CH2:3][S:4][C:5]1[N:10]2[CH:11]=[CH:12][N:13]=[C:9]2[CH:8]=[CH:7][CH:6]=1.C(N(CC)CC)C.[CH3:21][N:22]=[C:23]=[O:24]>C(Cl)Cl>[CH3:21][NH:22][C:23]([O:1][CH2:2][CH2:3][S:4][C:5]1[N:10]2[CH:11]=[CH:12][N:13]=[C:9]2[CH:8]=[CH:7][CH:6]=1)=[O:24]
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참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 12228Methyl IsocyanateHCID 144568495-[2-(Hydroxy)ethylthio]imidazo[1,2-a]pyridine

생성물 1

HCID 233628175-[2-(Methylcarbamoyloxy)ethylthio]imidazo[1,2-a]pyridine수율 85.2%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To a solution of 5-[2-(hydroxy)ethylthio]imidazo[1,2-a]pyridine (971 mg, 5 mmoles) and trietylamine (0.91 ml, 6.53 mmoles) in methylene chloride (40 ml) was added methyl isocyanate (0.65 ml, 11 mmoles) under ice-cooling with stirring and the mixture was stirred at room temperature for 12 hours. The reaction mixture was washed with saturtated saline and dried over anhydrous magnesium sulfater. After the solvent was distilled off, the residue was purified by column chromatography (eluent: methanol/chloroform=1:20) to obtain 1.07 g of the desired product (85.2%, colorless crystals).

후처리

  1. temperaturecooling
  2. stirringthe mixture was stirred at room temperature for 12 hours
  3. washThe reaction mixture was washed with saturtated saline
  4. dry with materialdried over anhydrous magnesium sulfater
  5. distillationAfter the solvent was distilled off
  6. customthe residue was purified by column chromatography (eluent: methanol/chloroform=1:20)

출처 및 근거

ORD 기록
ord-73e0c51fbc8046ddb271823c5941022c
출처 데이터셋
uspto-grants-1996_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05587383

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