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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1428169Generated: November 2, 2026

1,2-Dimethoxyethane → HCID 19996307, compound

https://huagongshe.com/reaction/1428169

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,2-DimethoxyethaneHCID 8071—
ReactantPotassium CarbonateHCID 11430—
Reactant4-Fluorophenylboronic acidHCID 285645—
Reactant4-Chloropyridine-3-carbaldehydeHCID 14046674—
CatalystHCID 178418397HCID 178418397—
SolventWaterHCID 962—
ProductHCID 19996307HCID 1999630759%

Reaction Steps

A mixture of 4-chloropyridine-3-carbaldehyde (33.44 g), (4-fluorophenyl)boronic acid (39.1 g), tetrakis(triphenylphosphine)palladium (6.73 g), 2 M aqueous potassium carbonate solution (314.4 mL) and 1,2-dimethoxyethane (500 mL) was heated under reflux for 6 hr. The reaction mixture was allowed to be cooled to room temperature, water was added thereof, and the mixture was extracted with ethyl acetate. The extract was dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (hexane/ethyl acetate) to give the title compound (28.04 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08937055B2
Source datasetuspto-grants-2015_01
ORD IDord-72cf92b6ccfd4a62baf93904d8ebe2fd
Source noteuspto-grants-2015_01