2-{6-Azido-5-(4-methylphenyl)pyrimidin-4-yloxy}ethanol → 2-{6-Amino-5-(4-methylphenyl)-pyrimidin-4-yloxy}ethanol

HRID 2303

Reaktionsgleichung

Reaktionsgleichung von HRID 2303
[N:1]([C:4]1[N:9]=[CH:8][N:7]=[C:6]([O:10][CH2:11][CH2:12][OH:13])[C:5]=1[C:14]1[CH:19]=[CH:18][C:17]([CH3:20])=[CH:16][CH:15]=1)=[N+]=[N-]>[C].[Pd].C(O)C>[NH2:1][C:4]1[N:9]=[CH:8][N:7]=[C:6]([O:10][CH2:11][CH2:12][OH:13])[C:5]=1[C:14]1[CH:19]=[CH:18][C:17]([CH3:20])=[CH:16][CH:15]=1

Komponenten

4

Edukt 1

HCID 118077902-{6-Azido-5-(4-methylphenyl)pyrimidin-4-yloxy}ethanol

Produkt 1

HCID 111182972-{6-Amino-5-(4-methylphenyl)-pyrimidin-4-yloxy}ethanolAusbeute 89,7 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 178418390HCID 178418390, VerbindungKatalysatorHCID 702EthanolLösungsmittel

Versuchsvorschrift

A mixture of 2-{6-azido-5-(4-methylphenyl)pyrimidin-4-yloxy}-ethanol (19.6 g), 10% palladium-carbon (50% moist) (4.0 g) and ethanol (240 ml) is subjected to catalytic hydrogenation at room temperature under hydrogen atmosphere (1 atm) for one hour. The catalyst is removed by filtration, and the filtrate is concentrated under reduced pressure. The residue is recrystallized from ethyl acetate/n-hexane to give 2-{6-amino-5-(4-methylphenyl)pyrimidin-4-yloxy}ethanol (15.9 g).

Aufarbeitung

  1. customis subjected to catalytic hydrogenation at room temperature under hydrogen atmosphere
  2. customfor one hour
  3. customThe catalyst is removed by filtration
  4. concentrationthe filtrate is concentrated under reduced pressure
  5. customThe residue is recrystallized from ethyl acetate/n-hexane

Quellen und Nachweise

ORD-Eintrag
ord-5cec6056ae4c4169bd4252bc117b2be6
Quelldatensatz
uspto-grants-1998_03
Patentnummer
US05728706

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