Water → 5-(6-Azido-pyrimidin-4-yloxy)-1H-indole

HRID 2264592

Reaktionsgleichung

Reaktionsgleichung von HRID 2264592
Cl[C:2]1[N:7]=[CH:6][N:5]=[C:4]([O:8][C:9]2[CH:10]=[C:11]3[C:15](=[CH:16][CH:17]=2)[NH:14][CH:13]=[CH:12]3)[CH:3]=1.[N-:18]=[N+:19]=[N-:20].[Na+].O>CN(C=O)C>[N:18]([C:2]1[N:7]=[CH:6][N:5]=[C:4]([O:8][C:9]2[CH:10]=[C:11]3[C:15](=[CH:16][CH:17]=2)[NH:14][CH:13]=[CH:12]3)[CH:3]=1)=[N+:19]=[N-:20]

Komponenten

5

Edukt 3

HCID 962WaterHCID 33557Sodium AzideHCID 574551565-((6-Chloropyrimidin-4-yl)oxy)-1H-indole

Produkt 1

HCID 862347045-(6-Azido-pyrimidin-4-yloxy)-1H-indole

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

490 mg (2.0 mMol) 5-(6-chloro-pyrimidin-4-yloxy)-indole (WO 03/099771; Stage 163.1) and 260 mg (4.0 mMol) NaN3 in 3 ml DMF are stirred for 3 h at 90° C. Then the reaction mixture is poured into water and extracted three times with EtOAc. The organic layers are washed twice with water and brine, dried (Na2SO4) and concentrated, yielding the title compound: MS: [M+1]+=253.

Aufarbeitung

  1. extractionextracted three times with EtOAc
  2. washThe organic layers are washed twice with water and brine
  3. dry with materialdried (Na2SO4)
  4. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-15e27e7259fb44428da90c0ce67e12f8
Quelldatensatz
uspto-grants-2010_12
Patentnummer
US07855215B2

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