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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1915083Generated: October 30, 2026

Hydrochloric Acid → methyl 5-{4-[4-({[(2-fluoro-5-methylphenyl)amino]carbonyl}amino)phenoxy]pyridin-2-yl}-1H-pyrrole-3-carboxylate

https://huagongshe.com/reaction/1915083

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactant2-Fluoro-5-methylphenyl isocyanateHCID 2733377—
Reactantmethyl 5-[4-(4-aminophenoxy)pyridin-2-yl]-1H-pyrrole-3-carboxylateHCID 58167915—
SolventTetrahydrofuranHCID 8028—
Productmethyl 5-{4-[4-({[(2-fluoro-5-methylphenyl)amino]carbonyl}amino)phenoxy]pyridin-2-yl}-1H-pyrrole-3-carboxylateHCID 67042496—

Reaction Steps

To a stirred solution of methyl 5-[4-(4-aminophenoxy)pyridin-2-yl]-1H-pyrrole-3-carboxylate (1.0 g, 3.23 mmol) in anhydrous THF (10 ml) was added 2-fluoro-5-methyl-phenylisocyanate (488 mg, 3.23 mmol). The mixture was stirred at room temperature for one hour and poured into 200 ml of 0.02M HCl solution with vigorous stirring. The resulting precipitates were filtered, washed with water, and dried in vacuo to give methyl 5-{4-[4-({[(2-fluoro-5-methylphenyl)amino]carbonyl}amino)phenoxy]pyridin-2-yl}-1H-pyrrole-3-carboxylate as white solid. Yield: 1.38 g, 93%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08614234B2
Source datasetuspto-grants-2013_12
ORD IDord-dc25072ec9234256901ef0eac8f0de8b
Source noteuspto-grants-2013_12