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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1161654Generated: October 27, 2026

Triethylamine → (3-Chloro-4-methoxy-phenyl)-(4,6-dichloro-pyrimidin-2-yl)-amine

https://huagongshe.com/reaction/1161654

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant2,4,6-TrichloropyrimidineHCID 77378—
Reactant2-Chloro-4-methoxyanilineHCID 407432—
ReactantChloroform hexaneHCID 21585165—
Product(3-Chloro-4-methoxy-phenyl)-(4,6-dichloro-pyrimidin-2-yl)-amineHCID 5862608722%

Reaction Steps

To a solution of 2,4,6-trichloro-pyrimidine (0.29 g, 1.58 mmol) in 1:1 chloroform-hexane (10 mL) was added 3-chloro-p-anisidine (0.5 g, 3.1 mmol) at 25° C. with stirring. To this was added triethylamine (0.22 mL, 1.59 mmol) at 25° C. and the mixture was heated and refluxed for 7 hours under nitrogen atmosphere. The mixture was then concentrated under vacuum, diluted with cold water (30 mL) and extracted with ethyl acetate (2×60 mL). The organic layers were collected, combined, washed with brine (30 mL), dried over anhydrous sodium sulphate, and concentrated under vacuum. The crude product thus obtained was purified by column chromatography using ethyl acetate-petroleum ether to afford the desired compound. Yield: 22%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07820654B2
Source datasetuspto-grants-2010_10
ORD IDord-be9ab0e62d56432f96749a77f95e855d
Source noteuspto-grants-2010_10