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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 387969Generated: October 30, 2026

4-Nitrophenol → 4-(4-Nitrophenoxy)furo[2,3-b]pyridine-2-carboxylic acid methyl ester

https://huagongshe.com/reaction/387969

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-NitrophenolHCID 980—
ReactantN-methyl-2-pyrrolidoneHCID 13387—
ReactantDiisopropylethylamineHCID 81531—
Reactant4-Chloro-furo[2,3-b]pyridine-2-carboxylic acid methyl esterHCID 58930888—
SolventWaterHCID 962—
Product4-(4-Nitrophenoxy)furo[2,3-b]pyridine-2-carboxylic acid methyl esterHCID 589314974.7%

Reaction Conditions

Temperature140 °C

Reaction Steps

After adding N-methylpyrrolidone (4.0 ml), diisopropylethylamine (1.3 ml) and para-nitrophenol (822 mg) to 4-chlorofuro[2,3-b]pyridine-2-carboxylic acid methyl ester (1.0 g), the mixture was heated and stirred at 140° C. for 5 hours. After cooling, water was added, extraction was performed with ethyl acetate, the organic layer was washed with water and saturated saline in that order and dried over anhydrous sodium sulfate, and the solvent was distilled off under reduced pressure. Tetrahydrofuran was used for recrystallization to obtain the title compound (70 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08372981B2
Source datasetuspto-grants-2013_02
ORD IDord-e932449599b64eeea7beccf39108804f
Source noteuspto-grants-2013_02