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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2043426Generated: November 2, 2026

Potassium Carbonate → HCID 86659394, compound

https://huagongshe.com/reaction/2043426

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant1,4-DioxaneHCID 31275—
Reactant(Pyrimidin-5-yl)boronic acidHCID 2795193—
Reactant(S)-4,6-Dichloro-N-[1-(4-fluorophenyl)ethyl]pyrimidin-2-amineHCID 86659372—
SolventWaterHCID 962—
SolventEthyl AcetateHCID 8857—
ProductHCID 86659394HCID 8665939430.2%

Reaction Conditions

Temperature90 °C

Reaction Steps

210 mg of (S)-4,6-dichloro-N-[1-(4-fluorophenyl)ethyl]pyrimidine-2-amine (Reference Example 1), 91 mg of pyrimidine-5-boronic acid, 304 mg of potassium carbonate and 60 mg of 1,1′-bis(diphenylphosphino)ferrocene-palladium(II)dichloride-dichloromethane complex were added in turn to a degassed mixed solution of 3 ml of 1,4-dioxane and 1 ml of water, and the mixture was stirred at 90° C. for 6 hours under argon atmosphere. The reaction solution was diluted with ethyl acetate. The solution was washed in turn with water and brine and then dried over magnesium sulfate. The solvent was distilled off under reduced pressure, and then the obtained residue was purified by silica gel column chromatography to obtain 73 mg of (S)-6-chloro-N-[1-(4-fluorophenyl)ethyl]-4,5′-bipyrimidine-2-amine as a white amorphous solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08586591B2
Source datasetuspto-grants-2013_11
ORD IDord-b24637cdf0d549af9cc81216996f6edb
Source noteuspto-grants-2013_11