Reaktion #68846

Reaktionsgleichung

water

2-fluoro-4-iodopyridine

pyrimidin-5-ol

sodium hydride

→

5-(4-Iodo-pyridin-2-yloxy)-Pyrimidine

Lösungsmittel

DMF

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.STIRRINGthe mixture is stirred for 12 h at 80° C
2. 2
   Extraktionextracted with ethyl acetate (3×)
3. 3
   WaschenThe combined organic layers are washed with brine
4. 4
   TrocknenAfter drying over sodium sulphate
5. 5
   Sonstigethe solvent is removed in vacuo
6. 6
   Sonstigethe residue is purified by column chromatography (silica gel; heptane/EtOAc, 100/0→40/60)

Vorschrift

To 259 mg (26.9 mmol) pyrimidin-5-ol (J. Chem. Soc. 1956, 2033) in 200 mL DMF are added 108 mg (26.9 mmol) sodium hydride (60% dispersion in mineral oil). The mixture is stirred for 20 min at r.t. After that time, 500 mg (22.4 mmol) 2-fluoro-4-iodopyridine are added and the mixture is stirred for 12 h at 80° C. Subsequently the mixture is poured into water and extracted with ethyl acetate (3×). The combined organic layers are washed with brine. After drying over sodium sulphate, the solvent is removed in vacuo and the residue is purified by column chromatography (silica gel; heptane/EtOAc, 100/0→40/60).

Quelle