反応 #7687

反応方程式

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

1-pyridin-2-ylpiperazine

potassium phosphate

→

title compounds

収率 64.2%

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

収率 64.2%

溶媒

ethyleneglycol dimethyl ether

dichloromethane

反応条件

後処理

1. 1
   温度was refluxed for 4 h
2. 2
   ろ過the precipitate was filtered off
3. 3
   濃縮The filtrate was concentrated under vacuum
4. 4
   その他The crude product was purified by flash chromatography over silica with ethyl acetate/hexanes (1:2)

実験手順

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).

出典