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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 28531Generated: October 25, 2026

Sodium Carbonate → 4-Chloro-6-(5-chloro-2-methoxy-phenyl)-pyrimidin-2-yl-amine

https://huagongshe.com/reaction/28531

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
ReactantTriphenylphosphineHCID 11776—
Reactant2-Amino-4,6-dichloropyrimidineHCID 65522—
Reactant5-Chloro-2-methoxyphenylboronic acidHCID 2735751—
Catalystpalladium(II) acetateHCID 167845—
SolventWaterHCID 962—
Solvent1,2-DimethoxyethaneHCID 8071—
Product4-Chloro-6-(5-chloro-2-methoxy-phenyl)-pyrimidin-2-yl-amineHCID 8600431358.1%

Reaction Steps

To a mixture of 4,6-dichloro-pyrimidin-2-yl-amine (0.304 g, 2.0 mmol), 5-chloro-2-methoxy-phenyl boronic acid (0.373 g, 2.0 mmol), palladium (II) acetate (0.068 g, 0.30 mmol) and triphenylphosphine (0.157 g, 0.60 mmol) was added a solution of sodium carbonate (1.36 g, 12.8 mmol) in water (5 ml) followed by glyme (20 ml). The mixture was stirred under an atmosphere of argon for 1 hour. Filtration and concentration of the filtrate provided a residue which was purified by flash chromatography on silica gel eluting with ethyl acetate-hexane (1:3) to provide 4-chloro-6-(5-chloro-2-methoxy-phenyl)-pyrimidin-2-yl-amine (0.314 g, 58% yield) as a white powder.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07419984B2
Source datasetuspto-grants-2008_09
ORD IDord-3e25d25f62b4403faefdd8ecc811df39
Source noteuspto-grants-2008_09