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Trifluoroacetic acid → 5-Fluoro-6-methoxypyridin-3-amine

HRID 2171232
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 2171232
C(O)(C(F)(F)F)=O.[F:8][C:9]1[CH:10]=[C:11]([NH:17]C(=O)OC(C)(C)C)[CH:12]=[N:13][C:14]=1[O:15][CH3:16]>>[F:8][C:9]1[CH:10]=[C:11]([NH2:17])[CH:12]=[N:13][C:14]=1[O:15][CH3:16]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

3

Edukt 2

HCID 6422Trifluoroacetic acidHCID 89546885Tert-butyl (5-fluoro-6-methoxypyridin-3-yl)carbamate

Produkt 1

HCID 454803515-Fluoro-6-methoxypyridin-3-amineAusbeute 11,6 %

Versuchsvorschrift

TFA (2 ml) was added to tert-butyl (5-fluoro-6-methoxypyridin-3-yl)carbamate (279 mg) obtained in the 1st step, followed by stirring at room temperature for 1 hour. The solvent was distilled away under reduced pressure and a 5M sodium hydroxide aqueous solution was added to the obtained residue at 0° C. so as to alkalify the mixture, followed by extraction with ethyl acetate. The organic layers were washed with saturated saline and dried over anhydrous sodium sulfate and the solvent was distilled away under reduced pressure. A light brown solid of 5-fluoro-6-methoxypyridin-3-amine (19 mg) was thus obtained.

Aufarbeitung

  1. custom
obtained in the 1st step
  • distillationThe solvent was distilled away under reduced pressure
  • additiona 5M sodium hydroxide aqueous solution was added to the obtained residue at 0° C. so as
  • extractionfollowed by extraction with ethyl acetate
  • washThe organic layers were washed with saturated saline
  • dry with materialdried over anhydrous sodium sulfate
  • distillationthe solvent was distilled away under reduced pressure
  • Quellen und Nachweise

    ORD-Eintrag
    ord-13ba9d3b2d9846ecbc3e2d54e22544f8
    Quelldatensatz
    uspto-grants-2015_06
    DOI
    10.6084/m9.figshare.5104873.v1
    Patentnummer
    US09051310B2

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