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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1599031Generated: October 26, 2026

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

https://huagongshe.com/reaction/1599031

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 4-amino-6-chloro-5-(4-methylphenyl)pyrimidine (500 mg), ethylene glycol (10 ml) and sodium hydride (60% dispersion, 0.46 g) is reacted at 70° C. for two hours, and then reacted at 90° C. for five hours. The reaction mixture is treated with a saturated ammonium chloride solution, and extracted with ethyl acetate. The ethyl acetate layer is washed, dried, and evaporated under reduced pressure 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 numberUS05739333
Source datasetuspto-grants-1998_04
ORD IDord-b80b32b3886d4867b4b284f46d0973e2
Source noteuspto-grants-1998_04