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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 733743Erstellt: 24. Oktober 2026

Sulfuric Acid → ethyl 4-chloro-1H-pyrrolo[3,2-c]pyridine-7-carboxylate

https://huagongshe.com/de/reaction/733743

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSulfuric AcidHCID 1118—
EduktSodium BicarbonateHCID 516892—
EduktEthyl 4-chloro-1-{[4-(methyloxy)phenyl]methyl}-1H-pyrrolo[3,2-c]pyridine-7-carboxylateHCID 57840887—
KatalysatorSulfuric AcidHCID 1118—
LösungsmittelTrifluoroacetic acidHCID 6422—
LösungsmittelAnisoleHCID 7519—
Produktethyl 4-chloro-1H-pyrrolo[3,2-c]pyridine-7-carboxylateHCID 5784091376,7%

Reaktionsschritte

A solution of ethyl 4-chloro-1-{[4-(methyloxy)phenyl]methyl}-1H-pyrrolo[3,2-c]pyridine-7-carboxylate (1.00 g) in TFA (5 ml) and anisole (0.92 ml) was stirred at room temperature for 2.5 h. Sulphuric acid (5 drops) was added to the reaction mixture and stirring continued for 2 h then sulphuric acid (2 ml) was added and the reaction mixture stirred for 24 h at room temperature. The solution was added to saturated sodium bicarbonate at 0° C. and extracted with ethyl acetate. The aqueous layer was separated and extracted three times with ethyl acetate. The combined organic layers were washed with brine, dried (MgSO4), filtered and evaporated to afford the title compound as a brown solid (0.50 g).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07589206B2
Quelldatensatzuspto-grants-2009_09
ORD IDord-5c6b7da5433c4a8c8cc6d86145654fa3
Quellennotizuspto-grants-2009_09