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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2080677Generated: October 26, 2026

Citric Acid → 5-{[6-(5-Methyl-1,2,4-oxadiazol-3-yl)pyridin-3-yl]oxy}-2-nitrobenzoic acid

https://huagongshe.com/reaction/2080677

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCitric AcidHCID 311—
ReactantSodium HydroxideHCID 14798—
ReactantMethyl 5-{[6-(5-methyl-1,2,4-oxadiazol-3-yl)pyridin-3-yl]oxy}-2-nitrobenzoateHCID 67110584—
SolventMethanolHCID 887—
SolventTetrahydrofuranHCID 8028—
Product5-{[6-(5-Methyl-1,2,4-oxadiazol-3-yl)pyridin-3-yl]oxy}-2-nitrobenzoic acidHCID 6711055559.3%

Reaction Steps

1.96 ml of aqueous 5 N sodium hydroxide solution was added to a solution of 700 mg of methyl 5-{[6-(5-methyl-1,2,4-oxadiazol-3-yl)pyridin-3-yl]oxy}-2-nitrobenzoate in 5 ml of methanol and 5 ml of tetrahydrofuran, and stirred at room temperature for 2.5 hours. Aqueous 10% citric acid solution was added to neutralize it, then extracted with ethyl acetate, and the organic layer was dried, and the solvent was evaporated away under reduced pressure to obtain 399 mg of 5-{[6-(5-methyl-1,2,4-oxadiazol-3-yl)pyridin-3-yl]oxy}-2-nitrobenzoic acid as a pale yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07932394B2
Source datasetuspto-grants-2011_04
ORD IDord-a94d843148a146e5a4bd447984db355f
Source noteuspto-grants-2011_04