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Ethanol → HCID 21084114, Verbindung

HRID 2253369
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 2253369
[Br:1][C:2]1[N:7]2[N:8]=[C:9]([CH3:14])[C:10]([N+:11]([O-])=O)=[C:6]2[CH:5]=[CH:4][CH:3]=1.C(O)C.O>[Zn].C(O)(=O)C>[Br:1][C:2]1[N:7]2[N:8]=[C:9]([CH3:14])[C:10]([NH2:11])=[C:6]2[CH:5]=[CH:4][CH:3]=1
KomponentenReaktionsbedingungenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

6

Edukt 3

HCID 702EthanolHCID 962WaterHCID 21084113HCID 21084113, Verbindung

Produkt 1

HCID 21084114HCID 21084114, VerbindungAusbeute 47,2 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23994ZincKatalysatorHCID 176Acetic AcidLösungsmittel

Reaktionsbedingungen

Temperatur
60 °C

Versuchsvorschrift

To a Suspension of 7-bromo-2-methyl-3-nitropyrazolo[1,5-a]pyridine (890 mg) in a mixed solution of ethanol (20 mL), water (10 mL) and acetic acid (2 mL) was added zinc powder (890 mg) at room temperature, and the reaction mixture was heated and stirred for 30 minutes at 60° C. After filtering off the insoluble residue, the filtrate was extracted with ethyl acetate and the organic extract was washed with saturated aqueous sodium bicarbonate and brine. The obtained organic extract was dried over anhydrous magnesium sulfate and filtered, the solvent was evaporated under reduced pressure, the residue was purified by silica gel column chromatography and [7-bromo-2-methylpyrazolo[1,5-a]pyridin-3-yl]amine (371 mg) was obtained as an brown oil from the n-hexane:ethyl acetate (1:1) fraction.

Aufarbeitung

  1. temperaturethe reaction mixture was heated
  2. filtrationAfter filtering off the insoluble residue
  3. extractionthe filtrate was extracted with ethyl acetate
  4. extractionthe organic extract
  5. washwas washed with saturated aqueous sodium bicarbonate and brine
  6. extractionThe obtained organic extract
  7. dry with materialwas dried over anhydrous magnesium sulfate
  8. filtrationfiltered
  9. customthe solvent was evaporated under reduced pressure
  10. customthe residue was purified by silica gel column chromatography

Quellen und Nachweise

ORD-Eintrag
ord-96eafc0ee2fd42c39d62c1052819b7b6
Quelldatensatz
uspto-grants-2008_01
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US07323569B2

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