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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 8785Generated: October 25, 2026

Cesium carbonate → Ethyl {[5-(4-chlorophenyl)-3-cyano-6-(2,4-dichlorophenyl)pyridin-2-yl]oxy}acetate

https://huagongshe.com/reaction/8785

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
ReactantEthyl GlycolateHCID 12184—
ReactantEthyl 3-amino-5-(4-chlorophenyl)-6-(2,4-dichlorophenyl)furo[2,3-b]pyridine-2-carboxylateHCID 10479445—
SolventTolueneHCID 1140—
ProductEthyl {[5-(4-chlorophenyl)-3-cyano-6-(2,4-dichlorophenyl)pyridin-2-yl]oxy}acetateHCID 86602009—

Reaction Conditions

Temperature80 °C

Reaction Steps

A solution of 1.55 g (3.93 mmol) of the product from Step A in toluene (20 mL) was treated with ethyl glycolate (0.41 mL; 4.33 mmol) and cesium carbonate (2.54 g; 7.8 mmol). The reaction mixture was heated in a sealed pressure tube at 80° C. and stirred for 6 h. The reaction mixture was cooled to room temperature and partitioned between ethyl acetate and saturated NaHCO3 solution. The organic layer was washed twice with saturated NaHCO3 solution, brine, dried (Na2SO4), filtered, and concentrated in vacuo. Purification by MPLC (silica gel; 0% to 20% ethyl acetate:hexane gradient) gave the title compound. HPLC/MS: 460.9 (M+1), 462.9 (M+3); Rt=4.50 min.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07091216B2
Source datasetuspto-grants-2006_08
ORD IDord-1e05681d149548b4b3f14d7ef43684ef
Source noteuspto-grants-2006_08