Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 60573Generated: October 29, 2026

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

https://huagongshe.com/reaction/60573

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 numberUS09440990B2
Source datasetuspto-grants-2016_09
ORD IDord-8447bdb3710e4f36986d4aeb56d6ad00
Source noteuspto-grants-2016_09