Reaktion #7687

Reaktionsgleichung

(S)-[1-(3-bromophenyl)ethyl]carbamic acid tert-butyl ester

1-pyridin-2-ylpiperazine

potassium phosphate

→

title compounds

Ausbeute 64.2%

(S)-{1-[3-(4-pyridin-2-ylpiperazin-1-yl)phenyl]ethyl}carbamic acid tert-butyl ester

Ausbeute 64.2%

Lösungsmittel

ethyleneglycol dimethyl ether

dichloromethane

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturwas refluxed for 4 h
2. 2
   Filtrationthe precipitate was filtered off
3. 3
   EinengenThe filtrate was concentrated under vacuum
4. 4
   SonstigeThe crude product was purified by flash chromatography over silica with ethyl acetate/hexanes (1:2)

Vorschrift

A mixture of (S)-[1-(3-bromophenyl)ethyl]carbamic acid tert-butyl ester (5.0 g, 16.7 mmol), 1-pyridin-2-ylpiperazine (10.9 g, 67 mmol), Pd2(dba)3 (1.55 g, 10 mol %), di-t-butyl-biphenylphosphine (0.51 g, 10 mol %), potassium phosphate (7.2 g, 34 mmol) in ethyleneglycol dimethyl ether (40 mL) was refluxed for 4 h. After cooling to room temperature, the reaction mixture was diluted with dichloromethane (100 mL) and the precipitate was filtered off. The filtrate was concentrated under vacuum. The crude product was purified by flash chromatography over silica with ethyl acetate/hexanes (1:2) to provide the title compounds as an oil (4.1 g, 64% yield).

Quelle