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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 733680Generated: October 30, 2026

Methanesulfonic Acid → 7-(3-Chloro-phenylamino)-1H-pyrrolo[2,3-c]pyridine-4-carboxylic acid (tetrahydro-pyran-4-ylmethyl)-amide

https://huagongshe.com/reaction/733680

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanesulfonic AcidHCID 6395—
Reactant3-ChloroanilineHCID 7932—
ReactantHCID 57840793HCID 57840793—
SolventMethanolHCID 887—
Solvent1,4-DioxaneHCID 31275—
Product7-(3-Chloro-phenylamino)-1H-pyrrolo[2,3-c]pyridine-4-carboxylic acid (tetrahydro-pyran-4-ylmethyl)-amideHCID 57840816—

Reaction Conditions

Temperature180 °C

Reaction Steps

A mixture of 7-chloro-1H-pyrrolo[2,3-c]pyridine-4-carboxylic acid (tetrahydro-pyran-4-ylmethyl)-amide (20 mg), 3-chloroaniline (15 ul), and methanesulfonic acid (9 ul) in 1,4-dioxane (0.5 ml) was heated under microwave conditions at 180° C. for 30 minutes. The solid mass obtained was dissolved in methanol, transferred to a round bottom flask and evaporated. The residue was partitioned between ethyl acetate and 5% sodium hydrogen carbonate solution whereby the title compound remained as a solid at the interface. The solid was filtered off, and washed with 5% sodium hydrogen carbonate solution, water and diethyl ether, then sucked dry and dried at 60° C. under vacuum to afford the title compound (17 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07589206B2
Source datasetuspto-grants-2009_09
ORD IDord-9f991311697d44acbebfd627947ff3ec
Source noteuspto-grants-2009_09