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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 889703Generated: November 1, 2026

Cesium carbonate → 4-Methyl-2-{5-[1-(3-methyl-butyl)-piperidin-2-yl]-4'-trifluoromethyl-biphenyl-3-yl}-pentanoic acid ethyl ester

https://huagongshe.com/reaction/889703

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
Reactant1-Iodo-3-methylbutaneHCID 10924—
Reactant4-Methyl-2-(5-piperidin-2-yl-4'-trifluoromethyl-biphenyl-3-yl)-pentanoic acid ethyl esterHCID 57666078—
SolventAcetonitrileHCID 6342—
Product4-Methyl-2-{5-[1-(3-methyl-butyl)-piperidin-2-yl]-4'-trifluoromethyl-biphenyl-3-yl}-pentanoic acid ethyl esterHCID 57666084—

Reaction Conditions

Temperature78 °C

Reaction Steps

To a solution of 4-Methyl-2-(5-piperidin-2-yl-4′-trifluoromethyl-biphenyl-3-yl)-pentanoic acid ethyl ester, compound 10b (30.0 mg, 0.067 mmol) in CH3CN (0.5 mL) was added 1-iodo-3methylbutane (16.0 mg, 0.08 mmol) and cesium carbonate (44.0 mg, 0.134 mmol). The reaction was heated to 78° C. overnight. The reaction was cooled to room temperature, concentrated in vacuo, diluted with EtOAc, washed with NaHCO3, and brine. The solution was filtered, and concentrated, then purified via Gilson HPLC to give the compound as a light yellow oil. (31.8 mg, 92%) Calculated for C31H42F3NO2 (M+H) 517.67, Found 518.4.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08252935B2
Source datasetuspto-grants-2012_08
ORD IDord-0443053c97ee4b9f808688fc3750a13c
Source noteuspto-grants-2012_08