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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 717267Generated: October 31, 2026

Methanol → 3-Methyl-5-(pyridin-4-yl)-1,2-oxazole-4-carboxylic acid

https://huagongshe.com/reaction/717267

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantTetrahydrofuranHCID 8028—
ReactantSodium HydroxideHCID 14798—
ReactantHCID 86680844HCID 86680844—
SolventWaterHCID 962—
Product3-Methyl-5-(pyridin-4-yl)-1,2-oxazole-4-carboxylic acidHCID 2827576757.5%

Reaction Steps

To a solution of ethyl 3-methyl-5-(pyridin-4-yl)-1,2-oxazole-4-carboxylate (0.95 g) in a mixed solvent of THF (20 mL)/methanol (10 mL) was added 1N aqueous sodium hydroxide solution (5.0 mL), and the mixture was stirred at room temperature for 4 hr. To the reaction mixture was added water, and the mixture was washed with ethyl acetate. The obtained aqueous layer was acidified with 1N hydrochloric acid, sodium chloride was added thereto until the mixture became saturated, and the mixture was extracted with ethyl acetate. The extract was dried over anhydrous sodium sulfate, and the solvent was evaporated under reduced pressure to give the title compound (0.48 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09193709B2
Source datasetuspto-grants-2015_11
ORD IDord-f63be5b46ff648b6a5fdb2bde4e1f0d3
Source noteuspto-grants-2015_11