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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 709683Generated: October 29, 2026

Ethyl Acetate → Methyl 3-(3-((6-(2,2-dimethylpropyl)-5-(2-fluoro-5-methoxyphenyl)pyridin-2-yl)methoxy)-5-fluorophenyl)propanoate

https://huagongshe.com/reaction/709683

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantCesium carbonateHCID 10796—
ReactantMethyl 3-(3-fluoro-5-hydroxyphenyl)propanoateHCID 91618985—
Reactant6-(Chloromethyl)-2-(2,2-dimethylpropyl)-3-(2-fluoro-5-methoxyphenyl)pyridineHCID 117759999—
SolventAcetonitrileHCID 6342—
ProductMethyl 3-(3-((6-(2,2-dimethylpropyl)-5-(2-fluoro-5-methoxyphenyl)pyridin-2-yl)methoxy)-5-fluorophenyl)propanoateHCID 11775984476.9%

Reaction Steps

To a solution of 6-(chloromethyl)-2-(2,2-dimethylpropyl)-3-(2-fluoro-5-methoxyphenyl)pyridine (350 mg) in acetonitrile (25 mL) were added methyl 3-(3-fluoro-5-hydroxyphenyl)propanoate (208 mg) and cesium carbonate (1.41 g), and the mixture was heated under reflux for 15 hr. Ethyl acetate was added to the reaction mixture, and the insoluble material was filtered off. The solvent in the filtrate was evaporated under reduced pressure, and the residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (390 mg) as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09181186B2
Source datasetuspto-grants-2015_11
ORD IDord-190a576f81a84bd2a1cb10f3fe8d73f8
Source noteuspto-grants-2015_11