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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 376775Generated: October 30, 2026

Sodium Carbonate → 5-(2,3-Difluoro-4-octylphenyl)-2-(6-hexyloxypyridin-3-yl)pyrimidine

https://huagongshe.com/reaction/376775

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant5-Bromo2-(6-hexyloxypyridin-3-yl)pyrimidineHCID 10969730—
Reactant(2,3-Difluoro-4-octylphenyl)boronic acidHCID 19359093—
CatalystHCID 178418397HCID 178418397—
SolventEthanolHCID 702—
SolventWaterHCID 962—
SolventTolueneHCID 1140—
Product5-(2,3-Difluoro-4-octylphenyl)-2-(6-hexyloxypyridin-3-yl)pyrimidineHCID 1935911080%

Reaction Steps

The reaction of 2 mmol of 5-bromo2-(6-hexyloxypyridin-3-yl)pyrimidine, 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 14 ml of toluene, 7 ml of ethanol and 7 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 n-heptane/ethyl acetate 9:1 (v/v) as eluent and is recrystallized from acetonitrile, giving 0.77 g (80%) of colorless crystals, X 104 SC 94 SA 129 I.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06022492
Source datasetuspto-grants-2000_02
ORD IDord-88162b9610194941b0b80ff8b7415698
Source noteuspto-grants-2000_02