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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 521802Generated: October 29, 2026

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

https://huagongshe.com/reaction/521802

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantSodium HydroxideHCID 14798—
ReactantMeOH tetrahydrofuranHCID 21899815—
Reactantmethyl 5-{4-[4-({[(2-fluoro-5-methylphenyl)amino]carbonyl}amino)phenoxy]pyridin-2-yl}-1H-pyrrole-3-carboxylateHCID 67042496—
SolventWaterHCID 962—
Product5-{4-[4-({[(2-fluoro-5-methylphenyl)amino]carbonyl}amino)phenoxy]pyridin-2-yl}-1H-pyrrole-3-carboxylic acidHCID 51001287—

Reaction Conditions

Temperature72 °C

Reaction Steps

To a stirred solution of methyl 5-{4-[4-({[(2-fluoro-5-methylphenyl)amino]carbonyl}amino)phenoxy]pyridin-2-yl}-1H-pyrrole-3-carboxylate (1.38 g, 3.00 mmol) in a mixture of solvents THF/MeOH (20 ml/20 ml) was added 2 ml of 5M NaOH (10 mmol) solution. The mixture was heated in a 72° C. bath for 5 hours, cooled to room temperature and poured into 200 ml of water. 2M HCl was added until pH=3. The resulting precipitates were filtered, washed with water, and dried in vacuo to give 5-{4-[4-({[(2-fluoro-5-methylphenyl)amino]carbonyl}amino)phenoxy]pyridin-2-yl}-1H-pyrrole-3-carboxylic acid as light brown solid. Yield: 1.28 g, 96%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09328103B2
Source datasetuspto-grants-2016_05
ORD IDord-8c85601f68ce4617a75a04aab54b949c
Source noteuspto-grants-2016_05