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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 880609Erstellt: 25. Oktober 2026

Potassium Carbonate → 1-(5-{(S)-1-[(R)-1-(4-Methoxy-phenyl)-ethyl]-pyrrolidin-2-yl}-pyridin-3-yl)-1H-indole-4-carboxylic acid ethyl ester

https://huagongshe.com/reaction/880609

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktPotassium CarbonateHCID 11430—
EduktEthyl indole-4-carboxylateHCID 605034—
Edukt3-Bromo-5-{(S)-1-[(R)-1-(4-methoxy-phenyl)-ethyl]-pyrrolidin-2-yl}-pyridineHCID 58111845—
KatalysatorCopper iodideHCID 83717—
LösungsmittelN-methyl-2-pyrrolidoneHCID 13387—
Produkt1-(5-{(S)-1-[(R)-1-(4-Methoxy-phenyl)-ethyl]-pyrrolidin-2-yl}-pyridin-3-yl)-1H-indole-4-carboxylic acid ethyl esterHCID 6797439342,6%

Reaktionsbedingungen

Temperatur190 °C

Reaktionsschritte

A mixture of 3-bromo-5-{(S)-1-[(R)-1-(4-methoxy-phenyl)-ethyl]-pyrrolidin-2-yl}-pyridine (4.0 g, 11 mmol), 1H-indole-4-carboxylic acid ethyl ester (6.3 g, 33 mmol), K2CO3 (2.3 g, 16.6 mmol), copper iodide (0.42 g, 2.2 mmol) in NMP (22 mL) was heated in a microwave tube at 190° C. for 30 minutes. The resulting mixture was cooled to room temperature filtered through celite and concentrated under reduced pressure to give an oil. This oil was purified by silica gel column chromatography (30% ethyl acetate/heptane) to give the titled compound as a yellow solid (2.2 g, 42%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08993523B2
Quelldatensatzuspto-grants-2015_03
ORD IDord-7f13e24fa1d344e0817a7cd5b9bcff6d
Quellennotizuspto-grants-2015_03