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

HRID 925627노트

반응식

HRID 925627 반응식
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

참가 물질

5

반응물 3

HCID 702EthanolHCID 14798Sodium HydroxideHCID 71599013HCID 71599013, 화합물

생성물 1

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

시약·촉매·용매 1

HCID 962Water용매

반응 조건

온도
60 °C

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-00350adf2bc04ebd91694a6fda2ff92f
출처 데이터셋
uspto-grants-2016_03
특허 번호
US09284324B2

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