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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 2183458Erstellt: 24. Oktober 2026

Pyridine → HCID 60004122, Verbindung

https://huagongshe.com/de/reaction/2183458

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktPyridineHCID 1049—
EduktPotassium CarbonateHCID 11430—
Edukt2-Methyl-5-hydroxypyridineHCID 14275—
Edukt(S)-N-Boc-1-(3-bromophenyl)ethylamineHCID 56971804—
KatalysatorCopper iodideHCID 83717—
LösungsmittelTriethylamineHCID 8471—
LösungsmittelEthyl AcetateHCID 8857—
ProduktHCID 60004122HCID 6000412233%

Reaktionsbedingungen

Temperatur145 °C

Reaktionsschritte

A mixture of (S)-[1-(3-bromo-phenyl)-ethyl]-carbamic acid tert-butyl ester (10 g, 33.3 mol), 5-hydroxy-2-methylpyridine (4 g, 36.7 mol), copper iodide (6.3 g, 33.3 mol), potassium carbonate (9.2 g, 66.7 mol) and pyridine (33 mL) in sealed tube was heated at 145° C. for six days. The reaction was cooled down to room temperature and filtered, the filtrate was washed with H2O and extracted with CH2Cl2 three times, and the combined organic layers were dried over anhydrous magnesium sulfate and concentrated in vacuo. The residue was purified by flash column chromatography on silica gel eluting with 30:20:1/Hexane:EtOAc:triethylamine to give the title product (3.8 g, 33% yield) as sticky yellow oil.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06900210B2
Quelldatensatzuspto-grants-2005_05
ORD IDord-0bf77f5291be4eca96399512bad071f4
Quellennotizuspto-grants-2005_05