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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1402536Generated: November 1, 2026

Water → HCID 71293561, compound

https://huagongshe.com/reaction/1402536

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPotassium CarbonateHCID 11430—
ReactantMethyl 4-bromobutyrateHCID 107604—
Reactant5-{4-[4-({[(2-fluoro-5-methylphenyl)amino]carbonyl}amino)phenoxy]pyridin-2-yl}-1H-pyrrole-3-carboxylic acidHCID 51001287—
SolventDimethylformamideHCID 6228—
ProductHCID 71293561HCID 71293561—

Reaction Steps

To a stirred solution of 5-{4-[4-({[(2-fluoro-5-methylphenyl)amino]carbonyl}amino)phenoxy]pyridin-2-yl}-1H-pyrrole-3-carboxylic acid (150 mg, 0.34 mmol) in 10 ml of anhydrous DMF were added methyl 4-bromobutanoate (123 mg, 0.68 mmol) and potassium carbonate (94 mg, 0.68 mmol). The mixture was heated at 60 C. for 2 hours, cooled to room temperature, and poured into 100 ml of water with vigorous stirring. The precipitates were filtered, washed with water and dried in vacuo to give the crude, which was purified by silica gel chromatography eluting with 2˜3% of methanol in chloroform to give 4-methoxy-4-oxobutyl 5-{4-[4-({[(2-fluoro-5-methylphenyl)amino]carbonyl}amino)phenoxy]pyridin-2-yl}-1H-pyrrole-3-carboxylate as off-white solid. Yield: 130 mg, 71%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08906944B2
Source datasetuspto-grants-2014_12
ORD IDord-4d3c9a18033b4441826dfdfade7108a3
Source noteuspto-grants-2014_12