Sodium hydride → 4-Chloro-2-[[4-(methylsulfonyl)-2-(trifluoromethyl)phenyl]thio]-benzenepropanoic acid

HRID 910875Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 910875
[H-].[Na+].[Cl:3][C:4]1[CH:9]=[CH:8][C:7]([CH2:10][CH2:11][C:12]([OH:14])=[O:13])=[C:6]([SH:15])[CH:5]=1.F[C:17]1[CH:22]=[CH:21][C:20]([S:23]([CH3:26])(=[O:25])=[O:24])=[CH:19][C:18]=1[C:27]([F:30])([F:29])[F:28]>CN(C=O)C>[Cl:3][C:4]1[CH:9]=[CH:8][C:7]([CH2:10][CH2:11][C:12]([OH:14])=[O:13])=[C:6]([S:15][C:17]2[CH:22]=[CH:21][C:20]([S:23]([CH3:26])(=[O:24])=[O:25])=[CH:19][C:18]=2[C:27]([F:28])([F:30])[F:29])[CH:5]=1

Komponenten

5

Edukt 3

HCID 24758Sodium hydrideHCID 534159651-Fluoro-4-(methylsulfonyl)-2-(trifluoromethyl)benzeneHCID 673915544-Chloro-2-mercapto-benzenepropanoic acid

Produkt 1

HCID 116693274-Chloro-2-[[4-(methylsulfonyl)-2-(trifluoromethyl)phenyl]thio]-benzenepropanoic acid

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

Sodium hydride (60% wt. disp. oil, 0.063 g) was added to a solution of the product from step (iii) (0.180 g) in dry DMF (10 ml) and stirred at RT for 1 h before adding the product from example 44 step (i) (0.188 g). The mixture was heated at 80° C. for 1 h, then partitioned between 2M hydrochloric acid/ethyl acetate. The organics were dried, concentrated under reduced pressure to give an oil. The residue was purified by reverse phase HPLC.

Aufarbeitung

  1. temperatureThe mixture was heated at 80° C. for 1 h
  2. custompartitioned between 2M hydrochloric acid/ethyl acetate
  3. customThe organics were dried
  4. concentrationconcentrated under reduced pressure
  5. customto give an oil
  6. customThe residue was purified by reverse phase HPLC

Quellen und Nachweise

ORD-Eintrag
ord-f338bccb94e44818aa099accdb2e12a9
Quelldatensatz
uspto-grants-2011_09
Patentnummer
US08022248B2

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