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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1161610Erstellt: 25. Oktober 2026

Sodium Hydroxide → 1-(N-Methyl-2-piperidinyl)methyl-3-(3-quinolinecarbonyl)-1H-indole

https://huagongshe.com/reaction/1161610

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSodium HydroxideHCID 14798—
EduktAluminum(III) ChlorideHCID 6451240—
EduktQuinoline-3-carbonyl ChlorideHCID 11030631—
EduktN-(N-Methylpiperidinyl)methylindoleHCID 11550392—
LösungsmittelDichloromethaneHCID 6344—
Produkt1-(N-Methyl-2-piperidinyl)methyl-3-(3-quinolinecarbonyl)-1H-indoleHCID 10156809—

Reaktionsbedingungen

Temperatur23.5 °C

Reaktionsschritte

To the suspension of 200 mg (1.5 mmol) of anhydrous AlCl3 in 8 ml absolute methylene chloride was added 287.4 mg (1.5 mmol) 3-quinolinecarbonyl chloride in 5 ml methylene chloride and the reaction mixture was stirred 30 min at room 22-25° C. The (N-Methyl-2-piperidinyl)methyl-1H-indole 228.3 mg (1.0 mmol) in 5 ml of methylene chloride was added by dropwise during 1.5 h and the mixture stirred 36 h. The reaction was work-up by addition of 20 ml 2M solution of sodium hydroxide and extracted by ethyl acetate (3×20 ml). The combined extract dried by sodium sulfate. After removing of solvents the rest (0.365 g) was purified by chromatography (silica gel, toluene-triethylamine, 10:1).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07820144B2
Quelldatensatzuspto-grants-2010_10
ORD IDord-6b08ba8816a84485a2ac41fdbcd3abd7
Quellennotizuspto-grants-2010_10