Ethanol → 1-{4-[(1-cyclobutylpiperidin-4-yl)oxy]phenyl}-1H-pyrrole-3-carboxylic acid

HRID 925627ノート

反応式

HRID 925627 の反応式
C(O)C.[CH:4]1([N:8]2[CH2:13][CH2:12][CH:11]([O:14][C:15]3[CH:20]=[CH:19][C:18]([N:21]4[CH:25]=[CH:24][C:23]([C:26]([O:28]C)=[O:27])=[CH:22]4)=[CH:17][CH:16]=3)[CH2:10][CH2:9]2)[CH2:7][CH2:6][CH2:5]1.[OH-].[Na+]>O>[CH:4]1([N:8]2[CH2:13][CH2:12][CH:11]([O:14][C:15]3[CH:16]=[CH:17][C:18]([N:21]4[CH:25]=[CH:24][C:23]([C:26]([OH:28])=[O:27])=[CH:22]4)=[CH:19][CH:20]=3)[CH2:10][CH2:9]2)[CH2:5][CH2:6][CH2:7]1

参加物

5

反応物 3

HCID 702EthanolHCID 14798Sodium HydroxideHCID 71599013HCID 71599013、化合物

生成物 1

HCID 715990141-{4-[(1-cyclobutylpiperidin-4-yl)oxy]phenyl}-1H-pyrrole-3-carboxylic acid

試薬・触媒・溶媒 1

HCID 962Water溶媒

反応条件

温度
60 °C

実験手順

To an ethanol (8 mL) solution of methyl 1-{4-[(1-cyclobutylpiperidin-4-yl)oxy]phenyl}-1H-pyrrole-3-carboxylate (1.4 g) synthesized in Example 1, 6 N aqueous sodium hydroxide solution (1.32 mL) was added and the mixture was stirred at 60° C. for 4 hours. The reaction mixture was left to cool to room temperature and, after adding water, extracted with chloroform. The aqueous layer was neutralized with hydrochloric acid and extracted with chloroform. The combined organic layer was dried over magnesium sulfate and concentrated under reduced pressure to give the titled compound as a colorless amorphous substance (1.22 g).

後処理

  1. waitThe reaction mixture was left
  2. temperatureto cool to room temperature
  3. extractionextracted with chloroform
  4. extractionextracted with chloroform
  5. dry with materialThe combined organic layer was dried over magnesium sulfate
  6. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-00350adf2bc04ebd91694a6fda2ff92f
出典データセット
uspto-grants-2016_03
特許番号
US09284324B2

反応ノート

読み込み中…