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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 376777Generated: October 30, 2026

Ethanol → 5-(2,3-Difluoro-4-octylphenyl)-2-(6-octyloxypyridin-3-yl)pyrimidine

https://huagongshe.com/reaction/376777

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
ReactantSodium CarbonateHCID 10340—
Reactant5-Bromo-2-(6-octyloxypyridin-3-yl)pyrimidineHCID 19359091—
Reactant(2,3-Difluoro-4-octylphenyl)boronic acidHCID 19359093—
CatalystHCID 178418397HCID 178418397—
SolventWaterHCID 962—
SolventTolueneHCID 1140—
Product5-(2,3-Difluoro-4-octylphenyl)-2-(6-octyloxypyridin-3-yl)pyrimidineHCID 1935909684.1%

Reaction Steps

The reaction of 3.5 mmol of 5-bromo-2-(6-octyloxypyridin-3-yl)pyrimidine, 3.85 mmol of 2,3-difluoro-4-octylphenylboronic acid, 7 mmol of sodium carbonate and 0.04 mmol of tetrakis(triphenylphosphine)palladium(0) in 20 ml of toluene: 10 ml of ethanol and 10 ml of water it carried out analogously to the procedure indicated for Example 1a). The crude product is separated off by column chromatography on silica gel 60 using heptane/ethyl acetate 9:1 (v/v) as eluent and is recrystallized from acetonitrile, giving 1.5 g (83%) of colorless crystals, X 105 SC 104 SA 127 I.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06022492
Source datasetuspto-grants-2000_02
ORD IDord-3615f63e61c141168aab209d3977a634
Source noteuspto-grants-2000_02