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Methanol → HCID 178486902, Verbindung

HRID 2391740
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 2391740
[CH3:1][O:2][C:3]1[CH:8]=[C:7]([NH2:9])[C:6]([N+:10]([O-])=O)=[CH:5][N:4]=1.[CH3:13]O>[Pd]>[CH3:1][O:2][C:3]1[N:4]=[CH:5][C:6]2[N:10]=[CH:13][NH:9][C:7]=2[CH:8]=1
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

4

Edukt 2

HCID 887MethanolHCID 147626984-Amino-2-methoxy-5-nitropyridine

Produkt 1

HCID 178486902HCID 178486902, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 23938PalladiumKatalysator

Versuchsvorschrift

A solution of 15.51 g of 2-methoxy-5-nitropyridin-4-amine (example E7) in 1.55 I methanol was treated with 4.65 g Pd/C (10% Pd) and hydrogenated for 12 h under atmospheric pressure. The reaction mixture was filtered through a plug of CELITE® (diatomaceous earth) and the filtrate was concentrated under vacuum. The resulting residue was treated with 181 ml formic acid and the mixture was refluxed for 50 h. The formic acid was distilled off and the residue was repeatedly purified by flash chromatography (neutral alumina oxide, ethyl acetate/methanol) to yield the title compound.

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Aufarbeitung

  1. filtrationThe reaction mixture was filtered through a plug of CELITE® (diatomaceous earth)
  2. concentrationthe filtrate was concentrated under vacuum
  3. additionThe resulting residue was treated with 181 ml formic acid
  4. temperaturethe mixture was refluxed for 50 h
  5. distillationThe formic acid was distilled off
  6. customthe residue was repeatedly purified by flash chromatography (neutral alumina oxide, ethyl acetate/methanol)

Quellen und Nachweise

ORD-Eintrag
ord-27bcb2a5bc1c4039ac9641ce91c8049e
Quelldatensatz
uspto-grants-2012_09
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US08273890B2

Notizen zur Reaktion

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