Ammonium Acetate → HCID 178489915、化合物

HRID 599555ノート

反応式

HRID 599555 の反応式
[F:1][C:2]1[CH:3]=[C:4]([C:8]2O[C:10](/[CH:13]=[CH:14]/[C:15]3[CH:20]=[CH:19][C:18]([N:21]4[CH:25]=[C:24]([CH3:26])[N:23]=[CH:22]4)=[C:17]([O:27][CH3:28])[CH:16]=3)=[N:11][N:12]=2)[CH:5]=[CH:6][CH:7]=1.C([O-])(=O)C.[NH4+:33]>C(O)(=O)C>[F:1][C:2]1[CH:3]=[C:4]([C:8]2[NH:33][C:10](/[CH:13]=[CH:14]/[C:15]3[CH:20]=[CH:19][C:18]([N:21]4[CH:25]=[C:24]([CH3:26])[N:23]=[CH:22]4)=[C:17]([O:27][CH3:28])[CH:16]=3)=[N:11][N:12]=2)[CH:5]=[CH:6][CH:7]=1

参加物

4

反応物 2

HCID 517165Ammonium AcetateHCID 670672252-(3-fluorophenyl)-5-{(E)-2-[3-methoxy-4-(4-methyl-1H-imidazol-1-yl)phenyl]vinyl}-[1,3,4]oxadiazole

生成物 1

HCID 178489915HCID 178489915、化合物収率 58.2%

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒

反応条件

温度
150 °C

実験手順

A solution of 2-(3-fluorophenyl)-5-{(E)-2-[3-methoxy-4-(4-methyl-1H-imidazol-1-yl)phenyl]vinyl}-[1,3,4]oxadiazole (50 mg) and ammonium acetate (205 mg) in acetic acid (3 mL) was heated under reflux at 150° C. for 1.5 hours. The reaction solution was left to cool to room temperature and concentrated under reduced pressure. Ethyl acetate and saturated sodium bicarbonate water were added to the residue, and the organic layer was separated. The resulting organic layer was dried over anhydrous magnesium sulfate and then concentrated under reduced pressure. The residue was purified by silica gel column chromatography (elution solvent: ethyl acetate→ethyl acetate:methanol=5:1) to obtain 29 mg of the title compound. The property value of the compound is as follows.

後処理

  1. waitThe reaction solution was left
  2. temperatureto cool to room temperature
  3. concentrationconcentrated under reduced pressure
  4. additionEthyl acetate and saturated sodium bicarbonate water were added to the residue
  5. customthe organic layer was separated
  6. dry with materialThe resulting organic layer was dried over anhydrous magnesium sulfate
  7. concentrationconcentrated under reduced pressure
  8. customThe residue was purified by silica gel column chromatography (elution solvent: ethyl acetate→ethyl acetate:methanol=5:1)

出典と根拠

ORDレコード
ord-5e6fda21bea24ce193794da0e98a5aa8
出典データセット
uspto-grants-2011_03
特許番号
US07897632B2

反応ノート

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