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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 231111Generated: October 29, 2026

Triethylamine → 5-Chloro-2,6-dimethyl-4-{2-[4-(2-ethoxyethyl)-2-methylphenoxy]ethylamino}pyrimidine

https://huagongshe.com/reaction/231111

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant2-[4-(2-Ethoxyethyl)-2-methylphenoxy]ethan-1-amineHCID 13909968—
Reactant4,5-Dichloro-2,6-dimethylpyrimidineHCID 15626107—
SolventTolueneHCID 1140—
Product5-Chloro-2,6-dimethyl-4-{2-[4-(2-ethoxyethyl)-2-methylphenoxy]ethylamino}pyrimidineHCID 1390998355.8%

Reaction Steps

1.0 g of triethylamine and 2.2 g of 2-[4-(2-ethoxyethyl)-2-methylphenoxy]ethylamine were added to 1.8 g of 4,5-dichloro-2,6-dimethylpyrimidine dissolved in 50 ml of toluene. The mixture was heated under reflux, whilst stirring, for 5 hours. At the end of this time, the reaction product was washed with water and dried over anhydrous sodium sulfate. Toluene was then removed by distillation under reduced pressure, and the oily product obtained was subjected to column chromatography (Wakogel C-200, eluted with a 2:1 by volume mixture of toluene and etyl acetate) to isolate the product. The crystals obtained were recrystallized from hexane, to give 2.0 g of the title compound as colorless granular crystals melting at 61°-63° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04845097
Source datasetuspto-grants-1989_07
ORD IDord-a171694621ec4fe1b4585c73f7e67502
Source noteuspto-grants-1989_07