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
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Potassium tert-butoxide | HCID 23665647 | — |
| Edukt | 5-Chloro-3-((trimethylsilyl)ethynyl)pyridin-2-amine | HCID 24729465 | — |
| Lösungsmittel | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Lösungsmittel | Sodium chloride; water | HCID 57417360 | — |
| Produkt | 5-Chloro-1H-pyrrolo[2,3-b]pyridine | HCID 24229213 | — |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US08742113B2 |
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| Quelldatensatz | uspto-grants-2014_06 |
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| ORD ID | ord-1c9338128f2b4d4896b90c169b620e39 |
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| Quellennotiz | uspto-grants-2014_06 |
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