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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1916738Erstellt: 26. Oktober 2026

Hydrochloric Acid → ethyl 5-ethynyl-3-methyl-1-(2-pyrrolidin-1-yl-ethyl)-1H-indole-2-carboxylate

https://huagongshe.com/reaction/1916738

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktHydrochloric AcidHCID 313—
EduktPotassium CarbonateHCID 11430—
Edukt1-(2-Chloroethyl)pyrrolidineHCID 81669—
Eduktethyl 3-methyl-1-(2-pyrrolidin-1-yl-ethyl)-5-trimethylsilanylethynyl-1H-indole-2-carboxylateHCID 69075563—
LösungsmittelWaterHCID 962—
LösungsmittelDimethylformamideHCID 6228—
Produktethyl 5-ethynyl-3-methyl-1-(2-pyrrolidin-1-yl-ethyl)-1H-indole-2-carboxylateHCID 86594685—

Reaktionsbedingungen

Temperatur60 °C

Reaktionsschritte

Under an argon atmosphere 562 mg (3.3 mmol) 1-(2-chloro-ethyl)-pyrrolidine (used as the hydrochloride) are added to a suspension of 900 mg (3.0 mmol) ethyl 3-methyl-1-(2-pyrrolidin-1-yl-ethyl)-5-trimethylsilanylethynyl-1H-indole-2-carboxylate and 457 mg (3.3 mmol) K2CO3 in 10 mL DMF and the reaction mixture is stirred for 42 h at 60° C. It is diluted with water, extracted exhaustively with EtOAc, the combined organic phases are washed with water and dried over Na2SO4. After the desiccant and solvent have been eliminated the residue is purified by chromatography (silica gel, EtOAc/MeOH/NH3 90:10:1).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08618132B2
Quelldatensatzuspto-grants-2013_12
ORD IDord-8d9cc0d65ae3403d809b0469febe7095
Quellennotizuspto-grants-2013_12