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Ammonium Hydroxide → (2R*,3R*)-N-[3-(2,4-Difluorophenyl)-3-hydroxy-4-(1H-1,2,4-triazol-1-yl)-2-butyl]-N-[4-(trifluoromethyl)benzoyl]glycinamide

HRID 2260517
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 2260517
[F:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=1[C@@:9]1([CH2:29][N:30]2[CH:34]=[N:33][CH:32]=[N:31]2)[C@@H:14]([CH3:15])[N:13]([C:16](=[O:27])[C:17]2[CH:22]=[CH:21][C:20]([C:23]([F:26])([F:25])[F:24])=[CH:19][CH:18]=2)[CH2:12][C:11](=O)[O:10]1.[OH-:35].[NH4+:36]>CC(C)=O>[F:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=1[C@@:9]([OH:10])([CH2:29][N:30]1[CH:34]=[N:33][CH:32]=[N:31]1)[C@H:14]([N:13]([C:16](=[O:27])[C:17]1[CH:18]=[CH:19][C:20]([C:23]([F:25])([F:26])[F:24])=[CH:21][CH:22]=1)[C:12](=[O:35])[CH2:11][NH2:36])[CH3:15]
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Komponenten

4

Edukt 2

HCID 14923Ammonium HydroxideHCID 466040HCID 466040, Verbindung

Produkt 1

HCID 67704635(2R*,3R*)-N-[3-(2,4-Difluorophenyl)-3-hydroxy-4-(1H-1,2,4-triazol-1-yl)-2-butyl]-N-[4-(trifluoromethyl)benzoyl]glycinamideAusbeute 80 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 180AcetoneLösungsmittel

Versuchsvorschrift

To a solution of (5R*,6R*)-6-[2,4-difluorophenyl]-5-methyl-4-[4-(trifluoromethyl)benzoyl]-6-[(1H-1,2,4-triazol-1-yl)methyl]-2-morpholinone (0.5 g, 1 mmol) (obtained in example 29) in acetone (15 mL) was added dropwise 30% ammonium hydroxide (5 mL) and the mixture was stirred at room temperature during 1 h. The volatiles were removed under reduced pressure and the residue was partitioned between 1N NaHCO3 and chloroform. The organic phase was separated, dried over anhydrous sodium sulfate, the drying agent was filtered and the solvent removed in vacuo to afford the title product as a white solid (0.38 g, 80%).

Aufarbeitung

  1. customThe volatiles were removed under reduced pressure
  2. customthe residue was partitioned between 1N NaHCO3 and chloroform
  3. customThe organic phase was separated
  4. dry with materialdried over anhydrous sodium sulfate
  5. filtrationthe drying agent was filtered
  6. customthe solvent removed in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-cd45b7f1a935432f9909094df5c96b0a
Quelldatensatz
uspto-grants-1995_12
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US05478826

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