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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 733737Generated: October 25, 2026

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

https://huagongshe.com/reaction/733737

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSulfuric AcidHCID 1118—
ReactantSodium BicarbonateHCID 516892—
ReactantEthyl 4-chloro-1-{[4-(methyloxy)phenyl]methyl}-1H-pyrrolo[3,2-c]pyridine-7-carboxylateHCID 57840887—
SolventTrifluoroacetic acidHCID 6422—
SolventAnisoleHCID 7519—
Productethyl 4-chloro-1H-pyrrolo[3,2-c]pyridine-7-carboxylateHCID 5784091337.6%

Reaction Steps

A solution of ethyl 4-chloro-1-{[4-(methyloxy)phenyl]methyl}-1H-pyrrolo[3,2-c]pyridine-7-carboxylate (2.00 g) in TFA (30 ml), anisole (1.84 ml), and sulphuric acid (15 ml) was stirred at room temperature for 30 minutes. The solution was added to an aqueous saturated sodium bicarbonate solution 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 (0.49 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07589206B2
Source datasetuspto-grants-2009_09
ORD IDord-7a8e7dc281884b689847404ccfcb578d
Source noteuspto-grants-2009_09