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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 376778Generated: October 31, 2026

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

https://huagongshe.com/reaction/376778

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant(2,3-Difluoro-4-octylphenyl)boronic acidHCID 19359093—
Reactant2-Chloro-5-(6-hexyloxypyridin-3-yl)pyrimidineHCID 19359106—
CatalystHCID 178418397HCID 178418397—
SolventEthanolHCID 702—
SolventWaterHCID 962—
SolventTolueneHCID 1140—
Product2-(2,3-Difluoro-4-octylphenyl)-5-(6-hexyloxypyridin-3-yl)pyrimidineHCID 1935911539%

Reaction Steps

The reaction of 2.5 mmol of 2-chloro-5-(6-hexyloxypyridin-3-yl)pyrimidine, 2.5 mmol of 2,3-difluoro-4-octylphenylboronic acid, 5 mmol of sodium carbonate and 0.025 mmol of tetrakis(triphenylphosphine)palladium(0) in 8 ml of toluene, 4 ml of ethanol and 4 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 dichloromethane/ethyl acetate 98:2 (v/v) as eluent and is recrystallized from acetonitrile, giving 0.47 g (39%) of colorless crystals, X 94.5 SC 125.5 SA 156 I.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06022492
Source datasetuspto-grants-2000_02
ORD IDord-5e29e5bbd6d04f9e99cabb59465b956b
Source noteuspto-grants-2000_02