2-[2-(5-Methyl-2-phenyl-4-oxazolyl)ethoxy)-5-nitropyridine → 5-Amino-2-[2-(5-methyl-2-phenyl-4-oxazolyl)ethoxy]pyridine

HRID 233273

Reaktionsgleichung

Reaktionsgleichung von HRID 233273
[CH3:1][C:2]1[O:6][C:5]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)=[N:4][C:3]=1[CH2:13][CH2:14][O:15][C:16]1[CH:21]=[CH:20][C:19]([N+:22]([O-])=O)=[CH:18][N:17]=1>[C].[Pd].C(OCC)(=O)C>[NH2:22][C:19]1[CH:20]=[CH:21][C:16]([O:15][CH2:14][CH2:13][C:3]2[N:4]=[C:5]([C:7]3[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=3)[O:6][C:2]=2[CH3:1])=[N:17][CH:18]=1

Komponenten

4

Edukt 1

HCID 110673292-[2-(5-Methyl-2-phenyl-4-oxazolyl)ethoxy)-5-nitropyridine

Produkt 1

HCID 110877225-Amino-2-[2-(5-methyl-2-phenyl-4-oxazolyl)ethoxy]pyridineAusbeute 93,7 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 178418390HCID 178418390, VerbindungKatalysatorHCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

A mixture of 2-[2-(5-methyl-2-phenyl-4-oxazolyl)ethoxy]-5-nitropyridine (13.4 g), palladium carbon (5%, 1.5 g) and ethyl acetate (200 ml) methanol (150 ml) was subjected to catalytic hydrogenation at room temperature under 1 atmospheric pressure. The catalyst was filtered off, and the filtrate was concentrated under reduced pressure to leave crystals. The crystals were collected by filtration to obtain 5-amino-2-[2-(5-methyl-2-phenyl-4-oxazolyl)ethoxy]pyridine (11.4 g, 93%), which was recrystallized from ethyl acetate--hexane to give brown crystals, m.p.107°-108° C.

Aufarbeitung

  1. customwas subjected to catalytic hydrogenation at room temperature under 1 atmospheric pressure
  2. filtrationThe catalyst was filtered off
  3. concentrationthe filtrate was concentrated under reduced pressure
  4. customto leave crystals
  5. filtrationThe crystals were collected by filtration

Quellen und Nachweise

ORD-Eintrag
ord-96d6cc94213a49f2b306c9efaa436d97
Quelldatensatz
uspto-grants-1997_01
Patentnummer
US05591862

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