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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 975035Generated: October 25, 2026

Pyridine → N-Methoxy-N,4-dimethyloxazole-5-carboxamide

https://huagongshe.com/reaction/975035

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyridineHCID 1049—
ReactantMethanamine, N-methoxy-, hydrochloride (1:1)HCID 81138—
ReactantSodium BicarbonateHCID 516892—
Reactant4-Methyloxazole-5-carbonyl chlorideHCID 2795217—
SolventChloroformHCID 6212—
ProductN-Methoxy-N,4-dimethyloxazole-5-carboxamideHCID 18925369—

Reaction Steps

4-Methyl-5-oxazolecarbonyl chloride (15 g) and N,O-dimethylhydroxylamine hydrochloride (11 g) in dry chloroform (100 ml) were cooled to 0° C. and dry pyridine (28.5 g) was added. The mixture was allowed to warm to room temperature. After 30 minutes aqueous sodium hydrogen carbonate was added and the organic layer separated. The aqueous layer was extracted with dichloromethane. The combined organic layers were washed, dried and evaporated. The residue was purified by flash chromatography to yield the title compound as a white solid. M.p. 59°-60° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05607956
Source datasetuspto-grants-1997_03
ORD IDord-5e7672e863b54b3087d06ae6fbf739fb
Source noteuspto-grants-1997_03