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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1993598Erstellt: 24. Oktober 2026

Sodium Hydroxide → 5-((6-Chloropyrimidin-4-yl)oxy)-1H-indole

https://huagongshe.com/de/reaction/1993598

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSodium HydroxideHCID 14798—
Edukt5-HydroxyindoleHCID 16054—
Edukt4,6-DichloropyrimidineHCID 70943—
EduktPropan-2-one--water (1/1)HCID 18366337—
LösungsmittelWaterHCID 962—
LösungsmittelEthyl AcetateHCID 8857—
Produkt5-((6-Chloropyrimidin-4-yl)oxy)-1H-indoleHCID 57455156—

Reaktionsbedingungen

Temperatur65 °C

Reaktionsschritte

To a mixture of NaOH (720 mg, 18 mmol) and acetone/water 1:1 (72 ml), 4,6-dichloropyrimidine (2.4 g, 18 mmol) and 5-hydroxy-indole (2.68 g, 18 mmol) are added. After stirring for 70 min at 65° C., the brownish solution is cooled to rt and diluted with AcOEt and water. The aqueous layer is separated off and extracted twice with AcOEt. The organic layers are washed with water, saturated Na2CO3 solution, water and brine, dried (Na2SO4) and concentrated. The crude product can be used without further purification: m.p.: 137-138° C.; MS: [M+1]+=246.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07652022B2
Quelldatensatzuspto-grants-2010_01
ORD IDord-fda71291314b4954ab91941c4e258e26
Quellennotizuspto-grants-2010_01