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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 963301Generated: October 30, 2026

Hydroxyphenylacetic acid → HCID 19082072, compound

https://huagongshe.com/reaction/963301

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydroxyphenylacetic acidHCID 127—
ReactantWaterHCID 962—
Reactant1,1'-CarbonyldiimidazoleHCID 68263—
Reactant4-Pyridinamine, 3-chloro-2-ethyl-HCID 11789463—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 19082072HCID 1908207248.2%

Reaction Conditions

Temperature5 °C

Reaction Steps

0.76 g (5.0 mmol) of 4-hydroxyphenyl acetic acid was dissolved in 20 ml of 1,4-dioxane, and the solution was stirred at 5° C. Then, 0.97 g (6.0 mmol) of 1,1'-carbonyldiimidazole was added thereto, and the mixture was stirred for one hour at 5° C. Then, 0.76 g (5.0 mmol) of 4-amino-3-chloro-2-ethylpyridine was added thereto, and the mixture was refluxed under heating for 20 hours. The reaction solution was poured into water and extracted with ethyl acetate. The organic layer was washed with water and then dried over anhydrous magnesium sulfate. Then, ethyl acetate was distilled off under reduced pressure. The obtained residue was purified by silica gel column chromatography (developing solvent: n-hexane/ethyl acetate) and then recrystallized from ethanol to obtain 0.7 g of the desired product as a white powder (melting point: 158° to 161° C.).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05763463
Source datasetuspto-grants-1998_06
ORD IDord-707e8aa56c7b4f38b6827f1eecbc1380
Source noteuspto-grants-1998_06