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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 53165Erstellt: 24. Oktober 2026

Methyl iodide → N-methyl-7-azaindole

https://huagongshe.com/de/reaction/53165

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktMethyl iodideHCID 6328—
Edukt1H-Pyrrolo(2,3-b)pyridineHCID 9222—
EduktSodium hydrideHCID 24758—
LösungsmittelDimethylformamideHCID 6228—
ProduktN-methyl-7-azaindoleHCID 58306899%

Reaktionsbedingungen

Temperatur0 °C

Reaktionsschritte

Pyrrolo[2,3-b]pyridine (2.00 g, 16.93 mmol) is dissolved in dimethylformamide (15.0 ml) under an argon atmosphere. Sodium hydride (60% in oil) (0.96 g, 40.0 mmol, 1.5 equiv.) is added at 0° C. over a period of 30 minutes. After 30 minutes' stirring at 0° C., iodomethane (1.49 ml, 24.02 mmol, 1.5 equiv.) is added dropwise. After returning to room temperature, the reaction mixture is stirred for 1 hour. The dimethylformamide is evaporated off under reduced pressure, and the product is taken up in water and extracted with dichloromethane. Purification on a silica column (petroleum ether/ethyl acetate 7/3) allows isolation of the title compound in the form of an oil in a yield of 99%. ##STR31##

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05618819
Quelldatensatzuspto-grants-1997_04
ORD IDord-f98ed61670bb41d79b57c957601641d5
Quellennotizuspto-grants-1997_04