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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1082298Generated: October 26, 2026

Dimethylformamide → 2-{6-Azido-5-(4-methylphenyl)pyrimidin-4-yloxy}ethanol

https://huagongshe.com/reaction/1082298

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantSodium AzideHCID 33557—
Reactant2-{6-Chloro-5-(4-methylphenyl)pyrimidin-4-yloxy}ethanolHCID 11118967—
SolventWaterHCID 962—
Product2-{6-Azido-5-(4-methylphenyl)pyrimidin-4-yloxy}ethanolHCID 1180779087.5%

Reaction Steps

A mixture of 2-{6-chloro-5-(4-methylphenyl)pyrimidin-4-yloxy}ethanol (21.85 g), sodium azide (10.7 g) and dimethyformamide (260 ml) is heated with stirring at 75°-80° C. overnight. After cooling, the mixture is treated with water, and extracted with ethyl acetate. The ethyl acetate layer is washed, dried, and evaporated to remove the solvent. The residue is crystallized from hexane to give 2-{6-azido-5-(4-methylphenyl)pyrimidin-4-yloxy}ethanol (19.6 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05589478
Source datasetuspto-grants-1996_12
ORD IDord-975e17b3c438445297449037847e6fdd
Source noteuspto-grants-1996_12