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HCID 68682086, Verbindung → 2-Pyridinamine, 5-(1-azetidinyl)-

HRID 645379
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Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 645379
[N:1]1([C:5]2[CH:6]=[CH:7][C:8]([N+:11]([O-])=O)=[N:9][CH:10]=2)[CH2:4][CH2:3][CH2:2]1>C(O)C.[Pd]>[N:1]1([C:5]2[CH:6]=[CH:7][C:8]([NH2:11])=[N:9][CH:10]=2)[CH2:4][CH2:3][CH2:2]1
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

4

Edukt 1

HCID 68682086HCID 68682086, Verbindung

Produkt 1

HCID 552849632-Pyridinamine, 5-(1-azetidinyl)-

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 702EthanolLösungsmittel

Versuchsvorschrift

The 5-(azetidin-1-yl)-2-nitropyridine obtained above is taken up in 10 ml of ethanol and hydrogenated in the presence of 65 mg of 10% palladium-on-charcoal at 30° C. under a pressure of 1 bar. The reaction mixture is filtered and the filtrate is diluted with 7N ammoniacal methanol and then concentrated to dryness at 30° C. under reduced pressure. The residue is taken up in dichloromethane, an insoluble material is removed and the residue obtained after evaporation to dryness is chromatographed on a silica cartridge, elution being carried out with a mixture of dichloromethane and 7N ammoniacal methanol (90/10). The fractions comprising the expected product are combined and concentrated to give 185 mg of 5-(azetidin-1-yl)pyridine-2-amine in the form of a red oil.

Aufarbeitung

  1. filtrationThe reaction mixture is filtered
  2. additionthe filtrate is diluted with 7N ammoniacal methanol
  3. concentrationconcentrated to dryness at 30° C. under reduced pressure
  4. customan insoluble material is removed
  5. customthe residue obtained
  6. customafter evaporation to dryness
  7. customis chromatographed on a silica cartridge, elution
  8. additionbeing carried out with a mixture of dichloromethane and 7N ammoniacal methanol (90/10)
  9. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-9d10d026716a48aa9141f5927bde5baf
Quelldatensatz
uspto-grants-2010_04
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US07704989B2

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