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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2080697Generated: October 29, 2026

Citric Acid → Methyl 5-methoxypyridine-2-carboxylate

https://huagongshe.com/reaction/2080697

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCitric AcidHCID 311—
ReactantPotassium CarbonateHCID 11430—
ReactantEthyl 5-fluoropyridine-2-carboxylateHCID 10986675—
SolventMethanolHCID 887—
SolventDimethylformamideHCID 6228—
ProductMethyl 5-methoxypyridine-2-carboxylateHCID 1428245747.1%

Reaction Conditions

Temperature90 °C

Reaction Steps

100 mg of ethyl 5-fluoropyridine-2-carboxylate obtained from Reference Example 18 (step 2) was dissolved in 1 ml of dimethylformamide and 1 ml of methanol, and 163 mg of potassium carbonate was added to it and stirred under heat at 90° C. for 40 minutes. This was neutralized with aqueous 10% citric acid solution, extracted with chloroform, and the organic layer was washed with saturated saline water. After dried, the solvent was evaporated away under reduced pressure, and the residue was purified through silica gel column chromatography (developing solvent: hexane/ethyl acetate) to obtain 46.5 mg of methyl 5-methoxypyridine-2-carboxylate as a white crystal.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07932394B2
Source datasetuspto-grants-2011_04
ORD IDord-09d2e94059914fe2a40620aa7e2f3f2d
Source noteuspto-grants-2011_04