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HRID 269481Erstellt: 25. Oktober 2026

2-Pyridineacetic acid, hydrochloride (1:1) → 2-Pyridin-2-yl-1-(1H-pyrrolo[2,3-b]pyridin-3-yl)-ethanone

https://huagongshe.com/reaction/269481

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt2-Pyridineacetic acid, hydrochloride (1:1)HCID 85317—
EduktLithium HexamethyldisilazideHCID 2733832—
Eduktmethyl 1H-pyrrolo[2,3-b]pyridine-3-carboxylateHCID 21110084—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt2-Pyridin-2-yl-1-(1H-pyrrolo[2,3-b]pyridin-3-yl)-ethanoneHCID 59832245—

Reaktionsbedingungen

Temperatur-78 °C

Reaktionsschritte

To a solution of 1H-pyrrolo[2,3-b]pyridine-3-carboxylic acid methyl ester (200 mg, 1.13 mmol) and 2-pyridinyl-acetic acid hydrochloride (440 mg, 2.53 mmol) in anhydrous THF (10 mL) was added LiHMDS (1.0 M in THF, 10 mL, 10.0 mmol) at −78° C. The solution was stirred at −78° C. for 30 min and was allowed to warm up to RT. After stirring at RT for another 30 min, the reaction mixture was heated under reflux for 14 h. The solvent was then evaporated, the residue was taken up to ethyl acetate (50 mL), and washed with aq. NaHCO3. The organic layer was dried over MgSO4, filtered, and evaporated. The residue was used directly for the next reaction.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07446199B2
Quelldatensatzuspto-grants-2008_11
ORD IDord-ebe10ceb71664519a80050fdc239dbbd
Quellennotizuspto-grants-2008_11