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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1520258Generated: November 4, 2026

Hydrochloric Acid → (3R)-1-(4-((4,4,4-trifluoro-1-(2-methyl-4-(5-(trifluoromethyl)pyrimidin-2-yl)phenyl)butyl)amino)benzoyl)piperidine-3-carboxylic acid

https://huagongshe.com/reaction/1520258

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantEthanolHCID 702—
ReactantSodium HydroxideHCID 14798—
Reactantethyl (3R)-1-(4-((4,4,4-trifluoro-1-(2-methyl-4-(5-(trifluoromethyl)pyrimidin-2-yl)phenyl)butyl)amino)benzoyl)piperidine-3-carboxylateHCID 131733100—
SolventTetrahydrofuranHCID 8028—
Product(3R)-1-(4-((4,4,4-trifluoro-1-(2-methyl-4-(5-(trifluoromethyl)pyrimidin-2-yl)phenyl)butyl)amino)benzoyl)piperidine-3-carboxylic acidHCID 7176773292.3%

Reaction Steps

To a reaction mixture of ethyl (3R)-1-(4-((4,4,4-trifluoro-1-(2-methyl-4-(5-(trifluoromethyl)pyrimidin-2-yl)phenyl)butyl)amino)benzoyl)piperidine-3-carboxylate (4.96 g), ethanol (16 ml) and tetrahydrofuran (16 mL) was added 1M aqueous sodium hydroxide solution (15.9 mL) at 0° C., and the mixture was stirred at room temperature overnight. The reaction mixture was neutralized with 1M hydrochloric acid at 0° C., and extracted with ethyl acetate. The extract was washed with water and saturated brine, and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure and the residue was crystallized from ethyl acetate/diisopropyl ether to give the title compound (4.37 g) as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09073864B2
Source datasetuspto-grants-2015_07
ORD IDord-11fea8927700414fb7a45dfed7a95f52
Source noteuspto-grants-2015_07