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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 521803Generated: 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/521803

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 numberUS09328103B2
Source datasetuspto-grants-2016_05
ORD IDord-754cae42778947a2a37af4388d3fe7e8
Source noteuspto-grants-2016_05