Sodium Hydroxide → 3-Cyclopropyl-5-(6-hydroxy-pyridin-3-yl)-2-(4-trifluoromethoxy-phenyl)-3H-imidazole-4-carboxylic acid

HRID 545345Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 545345
C([O:3][C:4]([C:6]1[N:7]([CH:29]2[CH2:31][CH2:30]2)[C:8]([C:18]2[CH:23]=[CH:22][C:21]([O:24][C:25]([F:28])([F:27])[F:26])=[CH:20][CH:19]=2)=[N:9][C:10]=1[C:11]1[CH:12]=[N:13][C:14]([OH:17])=[CH:15][CH:16]=1)=[O:5])C.[OH-].[Na+]>CCO>[CH:29]1([N:7]2[C:6]([C:4]([OH:5])=[O:3])=[C:10]([C:11]3[CH:12]=[N:13][C:14]([OH:17])=[CH:15][CH:16]=3)[N:9]=[C:8]2[C:18]2[CH:23]=[CH:22][C:21]([O:24][C:25]([F:27])([F:28])[F:26])=[CH:20][CH:19]=2)[CH2:31][CH2:30]1

Komponenten

4

Edukt 2

HCID 14798Sodium HydroxideHCID 178468520HCID 178468520, Verbindung

Produkt 1

HCID 1785240453-Cyclopropyl-5-(6-hydroxy-pyridin-3-yl)-2-(4-trifluoromethoxy-phenyl)-3H-imidazole-4-carboxylic acidAusbeute 95,9 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

To 0.8 g (1.8 mmol) of 3-cyclopropyl-5-(6-hydroxy-pyridin-3-yl)-2-(4-trifluoromethoxy-phenyl)-3H-imidazole-4-carboxylic acid ethyl ester in 3 ml of EtOH was added 0.6 ml of 6 M sodium hydroxide solution (3.8 mmol) and the mixture was heated to reflux for 16 h. The solvent was then evaporated, 1M hydrochloric acid solution was added and the resulting precipitate was isolated by filtration, affording 0.7 g (94%) of the title compound as a white solid. MS: 406.1 (MH+).

Aufarbeitung

  1. temperaturethe mixture was heated
  2. temperatureto reflux for 16 h
  3. customThe solvent was then evaporated
  4. addition1M hydrochloric acid solution was added
  5. customthe resulting precipitate was isolated by filtration

Quellen und Nachweise

ORD-Eintrag
ord-45b47bf50a6c4deba14b42ec4a0b4789
Quelldatensatz
uspto-grants-2011_05
Patentnummer
US07935707B2

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