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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2794Generated: October 25, 2026

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

https://huagongshe.com/reaction/2794

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 numberUS05731335
Source datasetuspto-grants-1998_03
ORD IDord-b9c8478b753b4132a133ace38f7e208b
Source noteuspto-grants-1998_03