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Trifluoroacetic acid → 5-Fluoro-4-(6-methanesulfonyl-pyridin-3-yloxy)-2-nitro-phenylamine

HRID 13291
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 13291
[N+:1]([O-:4])([O-])=[O:2].[K+].FC(F)(F)C(O)=O.[F:13][C:14]1[CH:15]=[C:16]([NH:31]C(=O)OC(C)(C)C)[CH:17]=[CH:18][C:19]=1[O:20][C:21]1[CH:22]=[N:23][C:24]([S:27]([CH3:30])(=[O:29])=[O:28])=[CH:25][CH:26]=1>>[F:13][C:14]1[C:19]([O:20][C:21]2[CH:22]=[N:23][C:24]([S:27]([CH3:30])(=[O:29])=[O:28])=[CH:25][CH:26]=2)=[CH:18][C:17]([N+:1]([O-:4])=[O:2])=[C:16]([NH2:31])[CH:15]=1
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

4

Edukt 3

HCID 6422Trifluoroacetic acidHCID 24434Potassium NitrateHCID 86619205Tert-butyl (3-fluoro-4-(6-methanesulfonyl-pyridin-3-yloxy)-phenyl)-carbamate

Produkt 1

HCID 231453335-Fluoro-4-(6-methanesulfonyl-pyridin-3-yloxy)-2-nitro-phenylamine

Versuchsvorschrift

0.98 g of potassium nitrate was added to a trifluoroacetic acid (35 ml) solution of 3.38 g of tert-butyl (3-fluoro-4-(6-methanesulfonyl-pyridin-3-yloxy)-phenyl)-carbamate obtained in (step 2), the reaction liquid was stirred at room temperature for 1 hour, and then the solvent was evaporated away under reduced pressure. The residue was diluted with ethyl acetate, washed with aqueous saturated sodium bicarbonate and saturated saline in order, and dried with anhydrous sodium sulfate. The solvent was evaporated away under reduced pressure, and the resulting residue was purified through silica gel column chromatography (developing solvent: hexane/ethyl acetate=1/2) to obtain the entitled compound.

Aufarbeitung

  1. customobtained in (step 2)
  2. customthe reaction liquid
  3. customthe solvent was evaporated away under reduced pressure
  4. additionThe residue was diluted with ethyl acetate
  5. washwashed with aqueous saturated sodium bicarbonate and saturated saline in order
  6. dry with materialdried with anhydrous sodium sulfate
  7. customThe solvent was evaporated away under reduced pressure
  8. customthe resulting residue was purified through silica gel column chromatography (developing solvent: hexane/ethyl acetate=1/2)
  9. customto obtain the entitled compound

Quellen und Nachweise

ORD-Eintrag
ord-90fea736829948ddbeb2e39b8bce700f
Quelldatensatz
uspto-grants-2010_06
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US07728025B2

Notizen zur Reaktion

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