تفاعل #7687

معادلة التفاعل

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

1-pyridin-2-ylpiperazine

potassium phosphate

→

title compounds

المردود 64.2%

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

المردود 64.2%

المذيبات

ethyleneglycol dimethyl ether

dichloromethane

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةwas refluxed for 4 h
2. 2
   ترشيحthe precipitate was filtered off
3. 3
   تركيزThe filtrate was concentrated under vacuum
4. 4
   أخرىThe crude product was purified by flash chromatography over silica with ethyl acetate/hexanes (1:2)

الإجراء التجريبي

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).

المصدر