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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1931417Generated: October 26, 2026

Triethylamine → 3-[6-(2-Fluoro-phenyl)-pyridin-3-yl]-acrylic acid ethyl ester

https://huagongshe.com/reaction/1931417

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantEthyl AcrylateHCID 8821—
ReactantTri-o-tolylphosphineHCID 80271—
Reactant5-Bromo-2-(2-fluorophenyl)pyridineHCID 49758515—
Catalystpalladium(II) acetateHCID 167845—
SolventAcetonitrileHCID 6342—
Product3-[6-(2-Fluoro-phenyl)-pyridin-3-yl]-acrylic acid ethyl esterHCID 68537976—

Reaction Conditions

Temperature125 °C

Reaction Steps

Under nitrogen, 0.755 g (3.38 mmol) of palladium acetate, 2.05 g (6.75 mmol) of tri(ortho-tolyl)phosphine and 97.8 ml (0.708 mol) of triethylamine were added to a solution of 34.0 g (0.135 mol) of 5-bromo-2-(2-fluoro-phenyl) -pyridine in 2.2 l of acetonitrile. Then 23.38 ml (0.216 mol) of acrylic acid ethyl ester were added, and the mixture was shaken in an autoclave at 125° C. for 20 h. After cooling, the mixture was poured onto ice/water, the mixture stirred at 5 to 10° C. for 1 h, and the precipitated product was collected by filtration and purified by chromatography (silica gel, n-heptane/ethyl acetate 3:1). Yield: 24.3 g.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08188291B2
Source datasetuspto-grants-2012_05
ORD IDord-d4540cb3c4f74c22be87813a9cda5ba6
Source noteuspto-grants-2012_05