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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 593492Erstellt: 25. Oktober 2026

Hydrochloric Acid → 5-bromo-3-methyl-2-pyridin-3-yl-1H-indole hydrochloride

https://huagongshe.com/reaction/593492

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktHydrochloric AcidHCID 313—
Edukt4-Bromophenylhydrazine hydrochlorideHCID 12157—
Edukt1-(3-Pyridyl)propan-1-oneHCID 74074—
LösungsmittelEthanolHCID 702—
Lösungsmittel1,4-DioxaneHCID 31275—
Produkt5-bromo-3-methyl-2-pyridin-3-yl-1H-indole hydrochlorideHCID 67093128—

Reaktionsschritte

To a suspension of 4-bromophenylhydrazine hydrochloride (10.00 g, 42.95 mmol) in anhydrous ethanol (200 mL) is added 3-propionylpyridine (7.51 g, 42.95 mmol) and the mixture is stirred at reflux for 30 min. 4M HCl in 1,4-dioxane (42.9 mL) is added to the yellow solution and stirring is continued at reflux overnight. The reaction mixture is cooled with an ice-water bath and the yellow precipitate is filtered through a sintered funnel to give 5-bromo-3-methyl-2-pyridin-3-yl-1H-indole hydrochloride as a yellow solid. The product is dissolved in methanol (100 mL) and treated with sodium methoxide to give the free base, which is used in the next step without further purification.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09242963B2
Quelldatensatzuspto-grants-2016_01
ORD IDord-ed0d551882164223bc10cd6e9edc7f6a
Quellennotizuspto-grants-2016_01