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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 732190Generated: October 31, 2026

Hydrochloric Acid → 3-[4-({4-[[(4-Phenyl-1,3-thiazol-2-yl)methyl](propyl)amino]benzyl}oxy)phenyl]propanoic acid

https://huagongshe.com/reaction/732190

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantEthanolHCID 702—
ReactantSodium HydroxideHCID 14798—
ReactantMethyl 3-[4-({4-[[(4-phenyl-1,3-thiazol-2-yl)methyl](propyl)amino]benzyl}oxy)phenyl]propanoateHCID 23143239—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
Product3-[4-({4-[[(4-Phenyl-1,3-thiazol-2-yl)methyl](propyl)amino]benzyl}oxy)phenyl]propanoic acidHCID 2314330832.1%

Reaction Steps

To a mixture of methyl 3-[4-({4-[[(4-phenyl-1,3-thiazol-2-yl)methyl](propyl)amino]benzyl}oxy)phenyl]propanoate (240 mg, 0.48 mmol), ethanol (5 mL) and tetrahydrofuran (5 mL) was added 2N aqueous sodium hydroxide solution (2 mL), and the mixture was stirred at room temperature for 2 hr. The reaction mixture was diluted with water, neutralized with 1N hydrochloric acid, and extracted with ethyl acetate. The organic layer was concentrated and the residue was purified by silica gel column chromatography (ethyl acetate:hexane=1:4-4:1 in volume ratio) to give the title compound (75 mg, yield 32%) as colorless prism crystals (recrystallized from acetone-heptane).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07585880B2
Source datasetuspto-grants-2009_09
ORD IDord-2f6b5c8e72f045e192ac59750c6db139
Source noteuspto-grants-2009_09