5-Hydroxyindole → Indole

HRID 45065

Reaktionsgleichung

Reaktionsgleichung von HRID 45065
O[C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[NH:7][CH:6]=[CH:5]2.C(OCC1C=C(Cl)N=CN=1)C1C=CC=CC=1.C1CCN2C(=NCCC2)CC1>C(#N)C>[NH:7]1[C:8]2[C:4](=[CH:3][CH:2]=[CH:10][CH:9]=2)[CH:5]=[CH:6]1

Komponenten

5

Edukt 3

HCID 160545-HydroxyindoleHCID 811841,8-Diazabicyclo(5.4.0)undec-7-eneHCID 534212594-((Benzyloxy)methyl)-6-chloropyrimidine

Produkt 1

HCID 798Indole

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6342AcetonitrileLösungsmittel

Versuchsvorschrift

To a solution of 5-hydroxy indole (1.33 g, 10 mmol) and 4-benzyloxymethyl-6-chloro-pyrimidine (2.35 g, 10 mmol) in acetonitrile (20 mL) is added DBU. After 16 h at rt the solution is concentrated under reduced pressure. The residue is purified by FCC (EtOAc/Heptane from 0% to 40%) to give 546-benzyloxymethyl-pyrimidin-4-yloxy)-1H-indole. MS (ESI) m/z 447.0 (M+1).

Aufarbeitung

  1. concentrationAfter 16 h at rt the solution is concentrated under reduced pressure
  2. customThe residue is purified by FCC (EtOAc/Heptane from 0% to 40%)

Quellen und Nachweise

ORD-Eintrag
ord-6e57674adc9f4c228abe882406a9528a
Quelldatensatz
uspto-grants-2013_09
Patentnummer
US08541432B2

Verknüpfte Notizen

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