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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 402596Erstellt: 25. Oktober 2026

Potassium tert-butoxide → 5-Chloro-1H-pyrrolo[2,3-b]pyridine

https://huagongshe.com/reaction/402596

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktPotassium tert-butoxideHCID 23665647—
Edukt5-Chloro-3-((trimethylsilyl)ethynyl)pyridin-2-amineHCID 24729465—
LösungsmittelN-methyl-2-pyrrolidoneHCID 13387—
LösungsmittelSodium chloride; waterHCID 57417360—
Produkt5-Chloro-1H-pyrrolo[2,3-b]pyridineHCID 24229213—

Reaktionsbedingungen

Temperatur80 °C

Reaktionsschritte

Under a nitrogen atmosphere, to a solution of potassium tert-butoxide (4.0 g, 0.036 mol) in 1-methyl-2-pyrrolidone (8.0 mL) which stirred with heating at 80° C., a solution of 2-amino-5-chloro-3-[(trimethylsilyl)ethynyl]pyridine (4.0 g, 0.018 mol) in 1-methyl-2-pyrrolidone (22 mL) was added dropwise and the mixture was stirred for 1 h. Cooled to ambient temperature, the reaction mixture was diluted with brine and stirred, then extracted with diethyl ether for 3 times. The organic layer was washed with brine, dried over sodium sulfate and concentrated to afford 5-chloro-7-azaindole as solid (2.3 g, y. 85%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08742113B2
Quelldatensatzuspto-grants-2014_06
ORD IDord-1c9338128f2b4d4896b90c169b620e39
Quellennotizuspto-grants-2014_06