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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 376779Generated: October 29, 2026

Sodium Carbonate → 5-(6-Butoxypyridin-3-yl)-2-(2,3-difluoro-4-octylphenyl)pyrimidine

https://huagongshe.com/reaction/376779

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant(2,3-Difluoro-4-octylphenyl)boronic acidHCID 19359093—
Reactant5-(6-Butoxypyridin-3-yl)-2-chloropyrimidineHCID 19359103—
CatalystHCID 178418397HCID 178418397—
SolventEthanolHCID 702—
SolventWaterHCID 962—
SolventTolueneHCID 1140—
Product5-(6-Butoxypyridin-3-yl)-2-(2,3-difluoro-4-octylphenyl)pyrimidineHCID 1935909946.3%

Reaction Steps

The reaction of 2 mmol of 5-(6-butoxypyridin-3-yl)-2-chloropyrimidine, 2.2 mmol of 2,3-difluoro-4-octylphenylboronic acid, 4 mmol of sodium carbonate and 0.02 mmol of tetrakis(triphenylphosphine)palladium(0) in 10 ml of toluene, 5 ml of ethanol and 5 ml of water is 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 0.42 g (46%) of colorless crystals, X 84 SC 73 SA 162 I.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06022492
Source datasetuspto-grants-2000_02
ORD IDord-9b85a02714b14e8e949e1180d270338f
Source noteuspto-grants-2000_02