Reaktion #56907

Reaktionsgleichung

2-(2-amino-6-chloro-pyrimidin-4-yl)-4-bromo-phenol

1-propanol

triphenylphosphine

diethyl azodicarboxylate

→

4-(5-bromo-2-propoxy-phenyl)-6-chloro-pyrimidin-2-ylamine

Ausbeute 52.5%

Lösungsmittel

tetrahydrofuran

Reaktionsbedingungen

Aufarbeitung

1. 1
   Einengenthe mixture was concentrated under reduced pressure
2. 2
   SonstigeThe residue was purified by flash chromatography on silica gel eluting with ethyl acetate-hexane (1:6)

Vorschrift

To the stirred solution of 2-(2-amino-6-chloro-pyrimidin-4-yl)-4-bromo-phenol (0.060 g, 0.20 mmol), 1-propanol (0.036 g, 0.60 mmol), and triphenylphosphine (0.157 g, 0.60 mmol) in tetrahydrofuran (5.0 ml) was added diethyl azodicarboxylate (0.104 g, 0.60 mmol). After stirring for 16 hours, the mixture was concentrated under reduced pressure. The residue was purified by flash chromatography on silica gel eluting with ethyl acetate-hexane (1:6) to provide 4-(5-bromo-2-propoxy-phenyl)-6-chloro-pyrimidin-2-ylamine (0.036 g, 52% yield) as a white powder.

Quelle