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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 709794Generated: October 29, 2026

Hydrochloric Acid → 3-Cyclopropyl-3-(6-((6-(2-fluoro-5-methoxyphenyl)-5-(3,3,3-trifluoropropoxy)pyridin-3-yl) methoxy)pyrimidin-4-yl)propanoic acid

https://huagongshe.com/reaction/709794

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantSodium HydroxideHCID 14798—
ReactantEthyl 3-cyclopropyl-3-(6-((6-(2-fluoro-5-methoxyphenyl)-5-(3,3,3-trifluoropropoxy) pyridin-3-yl)methoxy)pyrimidin-4-yl)propanoateHCID 117760120—
SolventMethanolHCID 887—
Product3-Cyclopropyl-3-(6-((6-(2-fluoro-5-methoxyphenyl)-5-(3,3,3-trifluoropropoxy)pyridin-3-yl) methoxy)pyrimidin-4-yl)propanoic acidHCID 11776012163.5%

Reaction Conditions

Temperature0 °C

Reaction Steps

To a solution of ethyl 3-cyclopropyl-3-(6-((6-(2-fluoro-5-methoxyphenyl)-5-(3,3,3-trifluoropropoxy) pyridin-3-yl)methoxy)pyrimidin-4-yl)propanoate (53 mg) in methanol (1.0 mL) was added 2N aqueous sodium hydroxide (235 μL) solution at room temperature, and the mixture was stirred for 20 hr. The reaction mixture was cooled to 0° C., neutralized with 1N hydrochloric acid and extracted with ethyl acetate. The extract was washed with saturated brine. The organic layer was dried over anhydrous sodium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by preparative HPLC (C18, mobile phase: water/acetonitrile (10 mM NH4HCO3-containing system)), and the obtained fraction was evaporated under reduced pressure to give the title compound (32 mg) as a colorless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09181186B2
Source datasetuspto-grants-2015_11
ORD IDord-6e632cfbc5874e39a23e225fc2580cd0
Source noteuspto-grants-2015_11