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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 733659Generated: October 31, 2026

Methanesulfonic Acid → HCID 57840790, compound

https://huagongshe.com/reaction/733659

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanesulfonic AcidHCID 6395—
Reactant3-ChloroanilineHCID 7932—
ReactantPotassium HydroxideHCID 14797—
ReactantHCID 57840812HCID 57840812—
SolventEthanolHCID 702—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 57840790HCID 57840790—

Reaction Conditions

Temperature180 °C

Reaction Steps

A mixture of 7-chloro-3-methyl-1H-pyrrolo[2,3-c]pyridine-4-carboxylic acid ethyl ester (180 mg), 3-chloroaniline (160 μl), and methanesulfonic acid (98 μl) in 1,4-dioxane (5 ml) was heated under microwave conditions at 180° C. for 30 minutes. The solid mass obtained was suspended in ethanol (6 ml) and treated with a solution of potassium hydroxide (170 mg) in ethanol (2 ml) and then refluxed overnight. The ethanol was evaporated and replaced with methanol (8 ml) and potassium hydroxide (56 mg) added and then the mixture was refluxed overnight. The mixture was evaporated to dryness and the residue dissolved in water which washed twice with diethyl ether. The aqueous was then acidified with concentrated hydrochloric acid to afford a precipitate. The precipitate was filtered off and washed with water. The solid was then sucked dry and dried to afford the title compound (178 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07589206B2
Source datasetuspto-grants-2009_09
ORD IDord-feac1b0203e14cbfb15bf64af4d3def3
Source noteuspto-grants-2009_09