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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2305Generated: October 26, 2026

Ethylene Glycol → 2-{6-Amino-5-(4-methylphenyl)-pyrimidin-4-yloxy}ethanol

https://huagongshe.com/reaction/2305

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthylene GlycolHCID 174—
ReactantSodium hydrideHCID 24758—
ReactantAmmonium ChlorideHCID 25517—
Reactant4-Amino-6-chloro-5-(4-methylphenyl)pyrimidineHCID 18931100—
Product2-{6-Amino-5-(4-methylphenyl)-pyrimidin-4-yloxy}ethanolHCID 11118297—

Reaction Steps

A mixture of 6-chloro-5-(4-methylphenyl)pyrimidin-4-amine (500 mg), ethylene glycol (10 ml) and sodium hydride (60% dispersion-type, 0.46 g) is reacted at 70° C. for two hours, and reacted at 90° C. for five hours. The mixture is treated with saturated aqueous ammonium chloride solution, and extracted with ethyl acetate. The ethyl acetate layer is washed, dried, and evaporated to remove the solvent. The residue is crystallized from hexane/ethyl acetate to give 2-{6-amino-5-(4-methylphenyl)pyrimidin-4-yloxy}-ethanol (422 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05728706
Source datasetuspto-grants-1998_03
ORD IDord-c45d1e41cd734870bba0fc8cf09b8c4c
Source noteuspto-grants-1998_03