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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 7591Erstellt: 23. Oktober 2026

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

https://huagongshe.com/de/reaction/7591

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktPotassium Phosphate, TribasicHCID 62657—
Edukt1-(2-Pyridyl)piperazineHCID 94459—
Edukt(S)-N-Boc-1-(3-bromophenyl)ethylamineHCID 56971804—
KatalysatorBis(dibenzylideneacetone)palladiumHCID 9811564—
LösungsmittelDichloromethaneHCID 6344—
Lösungsmittel1,2-DimethoxyethaneHCID 8071—
Produkt(S)-{1-[3-(4-pyridin-2-ylpiperazin-1-yl)phenyl]ethyl}carbamic acid tert-butyl esterHCID 5868016164,2%

Reaktionsschritte

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).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07087609B2
Quelldatensatzuspto-grants-2006_08
ORD IDord-0a309e52be4b46568b3b57cb491326c7
Quellennotizuspto-grants-2006_08