Trifluoroacetic acid → (E)-3-[5-(1H-imidazol-1-yl)-6-methoxypyridin-2-yl]acrylic acid

HRID 546788ノート

反応式

HRID 546788 の反応式
FC(F)(F)C(O)=O.[N:8]1([C:13]2[CH:14]=[CH:15][C:16](/[CH:21]=[CH:22]/[C:23]([O:25]C(C)(C)C)=[O:24])=[N:17][C:18]=2[O:19][CH3:20])[CH:12]=[CH:11][N:10]=[CH:9]1>ClCCl>[N:8]1([C:13]2[CH:14]=[CH:15][C:16](/[CH:21]=[CH:22]/[C:23]([OH:25])=[O:24])=[N:17][C:18]=2[O:19][CH3:20])[CH:12]=[CH:11][N:10]=[CH:9]1

参加物

4

反応物 2

HCID 6422Trifluoroacetic acidHCID 66839426tert-butyl (E)-3-[5-(1H-imidazol-1-yl)-6-methoxypyridin-2-yl]acrylate

生成物 1

HCID 66839409(E)-3-[5-(1H-imidazol-1-yl)-6-methoxypyridin-2-yl]acrylic acid収率 86.5%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

A solution of trifluoroacetic acid (3 mL) in dichloromethane (1.5 mL) was added to tert-butyl (E)-3-[5-(1H-imidazol-1-yl)-6-methoxypyridin-2-yl]acrylate (490 mg) under ice-cooling, and the reaction solution was stirred at room temperature for one hour. The reaction solution was concentrated under reduced pressure, diluted with chloroform and then concentrated under reduced pressure. Diethyl ether was added to the residue, and the precipitated solid was collected by filtration. The solid was washed with diethyl ether to obtain the title compound as a solid (345 mg). The property values of the compound are as follows.

後処理

  1. temperaturecooling
  2. concentrationThe reaction solution was concentrated under reduced pressure
  3. additiondiluted with chloroform
  4. concentrationconcentrated under reduced pressure
  5. additionDiethyl ether was added to the residue
  6. filtrationthe precipitated solid was collected by filtration
  7. washThe solid was washed with diethyl ether

出典と根拠

ORDレコード
ord-de91bd2631ce41aa911c5c7cddf9b522
出典データセット
uspto-grants-2011_05
特許番号
US07935815B2

反応ノート

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