Ethyl Acetate → HCID 178489883、化合物

HRID 599571ノート

反応式

HRID 599571 の反応式
[F:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][C:9](=O)[CH2:10][NH:11][C:12](=O)/[CH:13]=[CH:14]/[C:15]2[CH:20]=[CH:19][C:18]([N:21]3[CH:25]=[C:24]([CH3:26])[N:23]=[CH:22]3)=[C:17]([O:27][CH3:28])[CH:16]=2)=[CH:4][CH:3]=1.C([O-])(=O)C.[NH4+:35].C(OCC)(=O)C.O.C(=O)(O)[O-].[Na+]>C(O)(=O)C.C1(C)C(C)=CC=CC=1>[F:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][C:9]2[N:35]=[C:12](/[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)[NH:11][CH:10]=2)=[CH:4][CH:3]=1

参加物

7

反応物 4

HCID 8857Ethyl AcetateHCID 517165Ammonium AcetateHCID 67067457HCID 67067457、化合物HCID 86585896Sodium bicarbonate water

生成物 1

HCID 178489883HCID 178489883、化合物収率 31.7%

試薬・触媒・溶媒 2

HCID 176Acetic Acid溶媒HCID 7237O-Xylene溶媒

実験手順

A solution of (E)-N-[3-(4-fluorophenyl)-2-oxopropyl]-3-[3-methoxy-4-(4-methyl-1H-imidazol-1-yl)phenyl]acrylamide (43 mg) and ammonium acetate (163 mg) in acetic acid (1 mL) and xylene (5 mL) was heated under reflux for 16 hours. The reaction solution was left to cool to room temperature. Ethyl acetate and saturated sodium bicarbonate water were added to the reaction solution, 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 (carrier: Chromatorex™ NH; elution solvent: ethyl acetate→ethyl acetate:methanol=5:1) to obtain 13 mg of the title compound. The property values of the compound are as follows.

後処理

  1. temperatureunder reflux for 16 hours
  2. waitThe reaction solution was left
  3. customthe organic layer was separated
  4. dry with materialThe resulting organic layer was dried over anhydrous magnesium sulfate
  5. concentrationconcentrated under reduced pressure
  6. customThe residue was purified by silica gel column chromatography (carrier: Chromatorex™ NH; elution solvent: ethyl acetate→ethyl acetate:methanol=5:1)

出典と根拠

ORDレコード
ord-9882cb93c2434ff893dda354da80195f
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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