Water → 3-(4-fluorophenyl)-3-methoxy-3-(5-{(E)-2-[3-methoxy-4-(4-methyl-1H-imidazol-1-yl)phenyl]vinyl}-2H-[1,2,4]triazol-3-yl)propan-1-ol

HRID 2235749노트

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HRID 2235749 반응식
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([O:16][CH3:17])([CH2:13][CH2:14][OH:15])[C:9]([NH:11][NH2:12])=O)=[CH:4][CH:3]=1.Cl.Cl.[CH3:20][O:21][C:22]1[CH:23]=[C:24](/[CH:34]=[CH:35]/[C:36](=[NH:40])OCC)[CH:25]=[CH:26][C:27]=1[N:28]1[CH:32]=[C:31]([CH3:33])[N:30]=[CH:29]1.C(OCC)(=O)C.O>C(O)C>[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([O:16][CH3:17])([C:9]2[NH:11][N:12]=[C:36](/[CH:35]=[CH:34]/[C:24]3[CH:25]=[CH:26][C:27]([N:28]4[CH:32]=[C:31]([CH3:33])[N:30]=[CH:29]4)=[C:22]([O:21][CH3:20])[CH:23]=3)[N:40]=2)[CH2:13][CH2:14][OH:15])=[CH:4][CH:3]=1

참가 물질

6

반응물 4

HCID 962WaterHCID 8857Ethyl AcetateHCID 66838954ethyl(E)-3-[3-methoxy-4-(4-methyl-1H-imidazol-1-yl)phenyl]acrylimidate dihydrochlorideHCID 670673452-(4-Fluorophenyl)-4-hydroxy-2-methoxybutyric acid hydrazide

생성물 1

HCID 670672233-(4-fluorophenyl)-3-methoxy-3-(5-{(E)-2-[3-methoxy-4-(4-methyl-1H-imidazol-1-yl)phenyl]vinyl}-2H-[1,2,4]triazol-3-yl)propan-1-ol수율 49.7%

시약·촉매·용매 1

HCID 702Ethanol용매2회

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온도
75 °C

실험 절차

A solution of 2-(4-fluorophenyl)-4-hydroxy-2-methoxybutyric acid hydrazide (40 mg) in ethanol (1.6 mL) was added to a solution of ethyl (E)-3-[3-methoxy-4-(4-methyl-1H-imidazol-1-yl)phenyl]acrylimidate dihydrochloride (65 mg) and TEA (0.12 mL) in ethanol (0.7 mL), and the reaction solution was stirred at 75° C. for two days. The reaction solution was left to cool to room temperature. Then, ethyl acetate and water were added to the reaction solution, and the organic layer was separated. The organic layer washed with brine, dried over anhydrous magnesium sulfate and then concentrated under reduced pressure. The resulting residue was purified by silica gel column chromatography (elution solvent: heptane-ethyl acetate-methanol system) to obtain 38 mg of the title compound. The property value of the compound is as follows.

후처리

  1. waitThe reaction solution was left
  2. temperatureto cool to room temperature
  3. customthe organic layer was separated
  4. washThe organic layer washed with brine
  5. dry with materialdried over anhydrous magnesium sulfate
  6. concentrationconcentrated under reduced pressure
  7. customThe resulting residue was purified by silica gel column chromatography (elution solvent: heptane-ethyl acetate-methanol system)

출처 및 근거

ORD 기록
ord-acc85c51b26d4452bc8acda50ccb9f72
출처 데이터셋
uspto-grants-2010_05
특허 번호
US07713993B2

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