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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 709792Generated: October 28, 2026

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

https://huagongshe.com/reaction/709792

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantSodium HydroxideHCID 14798—
ReactantEthyl 3-cyclopropyl-3-(6-((6-(2-fluoro-5-methoxyphenyl)-5-(neopentyloxy)pyridin-3-yl)methoxy)pyrimidin-4-yl)propanoateHCID 117760177—
SolventMethanolHCID 887—
Product3-Cyclopropyl-3-(6-((5-(2,2-dimethylpropoxy)-6-(2-fluoro-5-methoxyphenyl)pyridin-3-yl)methoxy)pyrimidin-4-yl)propanoic acidHCID 11775979423.2%

Reaction Steps

To a solution of ethyl 3-cyclopropyl-3-(6-((6-(2-fluoro-5-methoxyphenyl)-5-(neopentyloxy)pyridin-3-yl)methoxy)pyrimidin-4-yl)propanoate (20 mg) in methanol (1.0 mL) was added 2N aqueous sodium hydroxide (91 μL) solution, and the mixture was stirred at room temperature for 20 hr. The reaction mixture was cooled to 0° C. and neutralized with 1N hydrochloric acid, and extracted with ethyl acetate. The extract was washed with saturated brine, and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure, and the residue was fractionated by HPLC (C18, mobile phase: water/acetonitrile (10 mM NH4HCO3-containing system)). The obtained fraction was evaporated under reduced pressure to give the title compound (4.4 mg) as a colorless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09181186B2
Source datasetuspto-grants-2015_11
ORD IDord-07182ccf38e249838651bde108f54d79
Source noteuspto-grants-2015_11