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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1049412Generated: October 30, 2026

Sodium Hydroxide → 3-Cyclopropyl-3-(3-(((6-(2,2-dimethylpropyl)-5-(2-fluoro-5-methoxyphenyl)pyridin-2-yl)oxy)methyl)phenyl)propanoic acid

https://huagongshe.com/reaction/1049412

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
ReactantEthyl 3-cyclopropyl-3-(3-(((5-(2-fluoro-5-methoxyphenyl)-6-neopentylpyridin-2-yl)oxy)methyl)phenyl)propanoateHCID 117760107—
SolventMethanolHCID 887—
SolventTetrahydrofuranHCID 8028—
Product3-Cyclopropyl-3-(3-(((6-(2,2-dimethylpropyl)-5-(2-fluoro-5-methoxyphenyl)pyridin-2-yl)oxy)methyl)phenyl)propanoic acidHCID 11775959493.2%

Reaction Steps

To a solution of ethyl 3-cyclopropyl-3-(3-(((5-(2-fluoro-5-methoxyphenyl)-6-neopentylpyridin-2-yl)oxy)methyl)phenyl)propanoate (379 mg) in THF (7.0 mL) and methanol (14 mL) was added 1N aqueous sodium hydroxide solution (7.3 mL), and the mixture was stirred at room temperature for 7 hr. The reaction mixture was concentrated under reduced pressure, and water and 1N hydrochloric acid were added. The reaction mixture was extracted with ethyl acetate, and the extract was washed with saturated brine and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure and the residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (334 mg) as a colorless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09382188B2
Source datasetuspto-grants-2016_07
ORD IDord-bff8946b697747cea353e5b2362d1945
Source noteuspto-grants-2016_07