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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1243181Generated: October 27, 2026

Potassium Carbonate → [(2,4-Dichloropyrimidin-5-yl)methyl](4-methoxyphenyl)amine

https://huagongshe.com/reaction/1243181

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant2-Fluoro-4-methoxyanilineHCID 3756383—
Reactant2,4-Dichloro-5-(chloromethyl)pyrimidineHCID 13568279—
SolventAcetoneHCID 180—
Product[(2,4-Dichloropyrimidin-5-yl)methyl](4-methoxyphenyl)amineHCID 21939303—

Reaction Steps

A mixture of 2,4-dichloro-5-chloromethyl-pyrimidine (3.70 g, 18.7 mmol) (from Example 1b supra), 2-fluoro-4-methoxy-phenylamine (2.40 g, 17.0 mmol) (from Example 14a supra) and potassium carbonate (4.70 g, 34.0 mmol) in acetone (100 mL) was stirred at room temperature for 18 hours. The precipitate was filtered off and the solution was concentrated under reduced pressure. The residue was diluted with ethyl acetate and washed with water and brine, dried over magnesium sulfate, filtered and concentrated under reduced pressure. This residue was purified by flash chromatography eluting with ethyl acetate-hexanes (1:4) to give [(2,4-dichloropyrimidin-5-yl)methyl]-(4-methoxyphenyl)-amine. (Yield 3.99 g, 78%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07115740B2
Source datasetuspto-grants-2006_10
ORD IDord-aee47a38195744a099f750d70709e0e1
Source noteuspto-grants-2006_10