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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1947061Erstellt: 25. Oktober 2026

Sodium hydride → 1-(2-butylsulfanyl-pyrimidin-4-yl)-4-methoxy-1H-indole-3-carboxylic acid amide

https://huagongshe.com/reaction/1947061

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSodium hydrideHCID 24758—
Edukt2-Butylsulfanyl-4-chloro-pyrimidineHCID 59743497—
Edukt4-methoxy-1H-indole-3-carboxylic acid amideHCID 69312059—
LösungsmittelDimethylformamideHCID 6228—
Produkt1-(2-butylsulfanyl-pyrimidin-4-yl)-4-methoxy-1H-indole-3-carboxylic acid amideHCID 6931205298,8%

Reaktionsschritte

NaH (397 mg, 9.94 mmol, 60% dispersion) was added to a solution of 4-methoxy-1H-indole-3-carboxylic acid amide (1.575 g, 8.28 mmol) in dry DMF (5 mL) at 0° C., stirred for 20 min, and a solution of 2-butylsulfanyl-4-chloro-pyrimidine (1.846 g, 9.108 mmol) in DMF (4 mL) added at 0° C. The mixture was allowed to warm up to RT without stirring, whereupon a solid precipitated. Dry THF (20 mL) was added, and the mixture stirred overnight. Water was added to the mixture, and the resulting white solid was filtered off, washed with water (20 mL) and DCM (20 mL), and air-dried for 3 h to provide 1-(2-butylsulfanyl-pyrimidin-4-yl)-4-methoxy-1H-indole-3-carboxylic acid amide (2.916 g, 98.8% yield) as a crude solid.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08399462B2
Quelldatensatzuspto-grants-2013_03
ORD IDord-cb27d6c27cf24460823bab34cc9bc0f2
Quellennotizuspto-grants-2013_03