Reaktion #43341

ord-1ba2013ec1264fe3af9606dd2c8fb343

Reaktionsgleichung

CCOC(CO)OCC
2,2-Diethoxyethanol
O=C([O-])[O-].[Cs+].[Cs+]
cesium carbonate
CN(C)C=O
DMF
Clc1ncc(Br)cn1
5-bromo-2-chloropyrimidine
CCOC(COc1ncc(Br)cn1)OCC
title compound
Ausbeute 94.2%
CCOC(COc1ncc(Br)cn1)OCC
5-bromo-2-(2,2-diethoxyethoxy)pyrimidine
Ausbeute 94.2%

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Sonstigethe reaction liquid
  2. 2
    Extraktionwas extracted with ethyl acetate
  3. 3
    Trocknendried over anhydrous magnesium sulfate
  4. 4
    EinengenConcentrating the solvent under reduced pressure
  5. 5
    Sonstigethe residue was purified on silica gel column chromatography (C-200; ethyl acetate:hexane=1:9-1:4)

Vorschrift

2,2-Diethoxyethanol (1.6 g) and cesium carbonate (5.8 g) were added to DMF solution (10 mL) of 5-bromo-2-chloropyrimidine (1.15 g), and stirred at room temperature for 12 hours. After addition of water, the reaction liquid was extracted with ethyl acetate and dried over anhydrous magnesium sulfate. Concentrating the solvent under reduced pressure, the residue was purified on silica gel column chromatography (C-200; ethyl acetate:hexane=1:9-1:4) to provide the title compound (1.63 g, 94%).

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07732456B2uspto-grants-2010_06