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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1520260Generated: November 4, 2026

Hydrochloric Acid → 4-((1-(4-(5-Ethylpyrimidin-2-yl)-2-methylphenyl)-4,4,4-trifluorobutyl)amino)benzoic acid

https://huagongshe.com/reaction/1520260

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantTetrahydrofuranHCID 8028—
ReactantSodium HydroxideHCID 14798—
ReactantMethyl 4-((1-(4-(5-ethylpyrimidin-2-yl)-2-methylphenyl)-4,4,4-trifluorobutyl)amino)benzoateHCID 117840188—
SolventMethanolHCID 887—
Product4-((1-(4-(5-Ethylpyrimidin-2-yl)-2-methylphenyl)-4,4,4-trifluorobutyl)amino)benzoic acidHCID 117840030—

Reaction Conditions

Temperature70 °C

Reaction Steps

A reaction mixture of methyl 4-((1-(4-(5-ethylpyrimidin-2-yl)-2-methylphenyl)-4,4,4-trifluorobutyl)amino)benzoate (12.6 g), 1M aqueous sodium hydroxide solution (82 mL), THF (40 mL) and methanol (40 mL) was stirred at 70° C. for 7 hr. 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 to give the title compound as a crudely purified product. This compound was used in step C without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09073864B2
Source datasetuspto-grants-2015_07
ORD IDord-829f87e0716c4077ba85bfc528fba66a
Source noteuspto-grants-2015_07