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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 5943Erstellt: 25. Oktober 2026

Water → 5-Fluoro-1-[[4-(1H-imidazol-1-yl)phenyl]methyl]-3-methyl-1H-indole-2-propanoic acid

https://huagongshe.com/reaction/5943

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktWaterHCID 962—
EduktSodium hydrideHCID 24758—
Edukt1-[4-(chloromethyl)phenyl]-1H-imidazole hydrochlorideHCID 19794662—
Edukt5-fluoro-3-methyl-1H-indole-2-propanoic acidHCID 22141166—
LösungsmittelDimethylformamideHCID 6228—
Produkt5-Fluoro-1-[[4-(1H-imidazol-1-yl)phenyl]methyl]-3-methyl-1H-indole-2-propanoic acidHCID 979986610,4%

Reaktionsbedingungen

Temperatur0 °C

Reaktionsschritte

A solution of 198 mg of 5-fluoro-3-methyl-1H-indole-2-propanoic acid in 20 ml of dry DMF is cooled at 0° C., and treated with 155 mg of 55% NaH. The reaction mixture is stirred for 60 minutes at 0° C., then 307 mg of 1-[4-(chloro-methyl)phenyl]-1H-imidazole hydrochloride are added portionwise under nitrogen at 0° C. After stirring at room temperature for 16 hours the mixture is poured into water and washed with methylene chloride. The aqueous solution is neutralized with diluted HCl and extracted with methylene chloride. The organic layer is dried over sodium sulfate and evaporated to dryness. The residue, taken up with acetone, filtered and dried, yields 35 mg of the title compound (m.p. 222° C.)

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05246957
Quelldatensatzuspto-grants-1993_09
ORD IDord-5a2e0fa900e849bd934831b9f151892d
Quellennotizuspto-grants-1993_09