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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 330312Generated: October 31, 2026

Water → DL-5 Chloro-6-ethyl-4-[alpha-ethyl-4-(3-pyridyloxy)benzyl]aminopyrimidine

https://huagongshe.com/reaction/330312

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTolueneHCID 1140—
Reactant3-BromopyridineHCID 12286—
ReactantDL-5 Chloro-6-ethyl-4-(alpha-ethyl-4-hydroxybenzyl)aminopyrimidine sodium saltHCID 131716264—
SolventPyridineHCID 1049—
SolventEthyl AcetateHCID 8857—
ProductDL-5 Chloro-6-ethyl-4-[alpha-ethyl-4-(3-pyridyloxy)benzyl]aminopyrimidineHCID 13171626233.6%

Reaction Steps

To a solution 2.2 g of dl-5-chloro-6-ethyl-4-(α-ethyl-4-hydroxybenzyl)aminopyrimidine sodium salt dissolved in 25 ml of dried pyridine were added 1.1 g of 3-bromopyridine and 1 g of cuprous chloride, and the mixture was refluxed under nitrogen atmosphere by heating and stirring for 8 hours. After completion of the reaction, the reaction product was poured into water and extracted with ethyl acetate. The extract was washed with diluted hydrochloric acid and water, dried over anhydrous sodium sulfate and the solvent was distilled off under reduced pressure. The oily product obtained was isolated by chromatography (Wako Gel C-200, trade name, eluted with toluene:ethyl acetate=4:1) to give 0.8 g of the desired product as colorless oily liquid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04895849
Source datasetuspto-grants-1990_01
ORD IDord-c158d20b11164b78a142cb1a49dd7619
Source noteuspto-grants-1990_01