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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 889721Generated: October 30, 2026

4-(Trifluoromethyl)benzoyl chloride → 4-Methyl-2-{4'-trifluoromethyl-5-[1-(4-trifluoromethyl-benzoyl)-piperidin-3-yl]-biphenyl-3-yl}-pentanoic acid ethyl ester

https://huagongshe.com/reaction/889721

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-(Trifluoromethyl)benzoyl chlorideHCID 67607—
ReactantDiisopropylethylamineHCID 81531—
Reactant4-Methyl-2-(5-piperidin-3-yl-4'-trifluoromethyl-biphenyl-3-yl)-pentanoic acid ethyl esterHCID 57666020—
SolventAcetonitrileHCID 6342—
SolventEthyl AcetateHCID 8857—
Product4-Methyl-2-{4'-trifluoromethyl-5-[1-(4-trifluoromethyl-benzoyl)-piperidin-3-yl]-biphenyl-3-yl}-pentanoic acid ethyl esterHCID 5766595087%

Reaction Steps

To a solution of compound 33b, 4-Methyl-2-(5-piperidin-3-yl-4′-trifluoromethyl-biphenyl-3-yl)-pentanoic acid ethyl ester) (51 mg, 0.11 mmol) in CH3CN (5 ml) was added 4-(Trifluoromethyl)benzoyl chloride (35.6 mg, 0.17 mmol) and diisopropylethylamine (40 μl, 0.23 mmol). The reaction was microwaved at 130° C. for 10 minutes, was diluted with EtOAc and washed with brine, sat. NaHCO3, and brine, dried and filtered. Purification by silica gel chromatography (Isco) gave the desired product, (62 mg, 87%). Calcd for C34H35F6NO3 (M+H) 619.64, Found 620.4.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08252935B2
Source datasetuspto-grants-2012_08
ORD IDord-3d2dc0f17dd344338c01725bdde5f428
Source noteuspto-grants-2012_08