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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 733745Generated: October 29, 2026

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

https://huagongshe.com/reaction/733745

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanesulfonic AcidHCID 6395—
Reactant3-ChloroanilineHCID 7932—
ReactantEthyl 4-chloro-1-ethyl-1H-pyrrolo[3,2-c]pyridine-7-carboxylateHCID 57840882—
Solvent1,4-DioxaneHCID 31275—
ProductEthyl 4-[(3-chlorophenyl)amino]-1-ethyl-1H-pyrrolo[3,2-c]pyridine-7-carboxylateHCID 57840969—

Reaction Steps

A mixture of ethyl 4-chloro-1-ethyl-1H-pyrrolo[3,2-c]pyridine-7-carboxylate (0.095 g), 3-chloroaniline (0.079 ml) and methanesulfonic acid (0.049 ml) in 1,4-dioxan (2.5 ml) was irradiated at 180° C. for 30 minutes with microwaves. The residue was partitioned between ethyl acetate and water, the aqueous 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 oil (0.160 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07589206B2
Source datasetuspto-grants-2009_09
ORD IDord-c22f734f7a3f4c35a0875921709e97a5
Source noteuspto-grants-2009_09