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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1927604Generated: October 31, 2026

Acetic Acid → N-(4-{4-[Diethylcarbamoyl-(3-fluoro-phenyl)-methyl]-piperazin-1-yl}-3-fluoro-phenyl)-2-ethyl-butyramide

https://huagongshe.com/reaction/1927604

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantPotassium HydroxideHCID 14797—
ReactantHCID 16667233HCID 16667233—
Reactant{4-[4-(2-Ethyl-butyrylamino)-2-fluoro-phenyl]-piperazin-1-yl}-(3-fluoro-phenyl)-acetic acidHCID 69304344—
SolventWaterHCID 962—
SolventMethanol--water (1/1)HCID 22242641—
ProductN-(4-{4-[Diethylcarbamoyl-(3-fluoro-phenyl)-methyl]-piperazin-1-yl}-3-fluoro-phenyl)-2-ethyl-butyramideHCID 16667279—

Reaction Steps

{4-[4-(2-Ethyl-butyrylamino)-2-fluoro-phenyl]-piperazin-1-yl}-(3-fluoro-phenyl)-acetic acid. A mixture of {4-[4-(2-ethyl-butyrylamino)-2-fluoro-phenyl]-piperazin-1-yl}-(3-fluoro-phenyl)-acetic acid methyl ester (0.22 g, 0.47 mmol) in water/MeOH (1:4, 5 mL) was treated with KOH (0.095 g, 1.70 mmol) and the resulting mixture was heated at reflux for 24 h. The mixture was cooled to rt and acidified to pH 6.5 with AcOH. The mixture was diluted with water and extracted with DCM. The organic layer was dried (Na2SO4) and concentrated to yield the title compound (0.24 g), which was carried forward to the next step.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08183239B2
Source datasetuspto-grants-2012_05
ORD IDord-2d8e1da77f8f4028b8b2850060e14dbd
Source noteuspto-grants-2012_05