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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2302Generated: October 23, 2026

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

https://huagongshe.com/en/reaction/2302

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 numberUS05728706
Source datasetuspto-grants-1998_03
ORD IDord-c78f869bf2a74b75ba8846f932a65794
Source noteuspto-grants-1998_03