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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1096963Generated: October 31, 2026

Hydrochloric Acid → 2-Methoxy-6-phenylisonicotinic acid

https://huagongshe.com/reaction/1096963

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantMethanolHCID 887—
ReactantSodium methanolate methanolHCID 23694274—
ReactantMethyl 2-chloro-6-phenylpyridine-4-carboxylateHCID 53485792—
SolventDimethylacetamideHCID 31374—
Product2-Methoxy-6-phenylisonicotinic acidHCID 57930993—

Reaction Steps

25% NaOMe/methanol solution (92 μL) was added to an MeOH (2 mL) solution of methyl 2-chloro-6-phenylpyridine-4-carboxylate (1100 mg), and stirred at room temperature for 2 hours. Further, 25% NaOMe/methanol solution (92 μL) was added to it, and stirred under heat with refluxing for 2 hours and 30 minutes. DMA (3 mL) was added to it, and stirred overnight at 130° C., then 25% NaOMe/methanol solution (92 μL) was added to it, and stirred at 130° C. for 7 hours. With cooling with ice, diluted hydrochloric acid was added to it, the formed precipitate was taken out through filtration, washed with water, dried, and purified through reversed-phase high-performance liquid chromatography [acetonitrile/water+0.11% trifluoroacetic acid] to obtain the title compound as a white powder.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08138197B2
Source datasetuspto-grants-2012_03
ORD IDord-4398e4723afc4473b76a9bb5edd5e87a
Source noteuspto-grants-2012_03