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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 74526Erstellt: 23. Oktober 2026

Skatole → (6-Chloropyrimidin-4-yl)-(3-methylindol-1-yl)-methanone

https://huagongshe.com/de/reaction/74526

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSkatoleHCID 6736—
EduktEthyl AcetateHCID 8857—
EduktSodium hydrideHCID 24758—
Edukt6-Chloropyrimidine-4-carbonyl chlorideHCID 18422098—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt(6-Chloropyrimidin-4-yl)-(3-methylindol-1-yl)-methanoneHCID 58386489—

Reaktionsschritte

Under a nitrogen atmosphere 120 mg (3.00 mmol) sodium hydride (60% in mineral oil) were added batchwise to 380 mg (2.90 mmol) 3-methylindole in 15 mL THF and the mixture was stirred for 30 min at RT. 500 mg (2.83 mmol) 6-chloropyrimidine-4-carboxylic acid chloride were added batchwise and then the reaction mixture was stirred for 2 h at RT. Then 50 mL EtOAc were added and the mixture was washed with 50 mL saturated sodium hydrogen carbonate solution (1×), 30 mL water and with 50 mL 1 M hydrochloric acid. The organic phase was dried on sodium sulphate, filtered and then evaporated down i. vac. The product was used in the next step without further purification.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08829006B2
Quelldatensatzuspto-grants-2014_09
ORD IDord-d1f7ccbf2f7d40a5bcc870d4b8890987
Quellennotizuspto-grants-2014_09