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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 733738Generated: October 26, 2026

Methanesulfonic Acid → Ethyl 4-[(3-chlorophenyl)amino]-1H-pyrrolo[3,2-c]pyridine-7-carboxylate

https://huagongshe.com/reaction/733738

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanesulfonic AcidHCID 6395—
Reactant3-ChloroanilineHCID 7932—
Reactantethyl 4-chloro-1H-pyrrolo[3,2-c]pyridine-7-carboxylateHCID 57840913—
Solvent1,4-DioxaneHCID 31275—
ProductEthyl 4-[(3-chlorophenyl)amino]-1H-pyrrolo[3,2-c]pyridine-7-carboxylateHCID 57840854—

Reaction Steps

A mixture of ethyl 4-chloro-1H-pyrrolo[3,2-c]pyridine-7-carboxylate (0.49 g), 3-chloroaniline (0.46 ml) and methanesulfonic acid (0.28 ml) in 1,4-dioxan (10 ml) was irradiated at 180° C. for 30 minutes with microwaves. The residue was partitioned between ethyl acetate and water, the aqueous layer was separated, basified with an aqueous 2M sodium bicarbonate solution 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 (0.91 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07589206B2
Source datasetuspto-grants-2009_09
ORD IDord-814bc65728e84ef7adf2e4face7f28b1
Source noteuspto-grants-2009_09