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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 889723Generated: October 31, 2026

Diisopropylethylamine → 4-Methyl-2-{5-[1-(4-pyrrol-1-yl-benzyl)-piperidin-3-yl]-4'-trifluoromethyl-biphenyl-3-yl}-pentanoic acid ethyl ester

https://huagongshe.com/reaction/889723

Reaction equation

Participants

RoleNameHCIDCharge
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-{5-[1-(4-pyrrol-1-yl-benzyl)-piperidin-3-yl]-4'-trifluoromethyl-biphenyl-3-yl}-pentanoic acid ethyl esterHCID 57665993185.8%

Reaction Steps

To a solution of compound 33b, 4-Methyl-2-(5-piperidin-3-yl-4′-trifluoromethyl-biphenyl-3-yl)-pentanoic acid ethyl ester (44.4 mg, 0.10 mmol) in CH3CN (5 ml) was added 1-[4-Bromomethyl) phenyl]-H-pyrrole) (35.1 mg, 0.15 mmol) and diisopropylethylamine (35 μl, 0.20 mmol). The reaction was microwaved at 150° C. for 1 hour, then continued at room temperature overnight, then diluted with EtOAc and washed with brine, sat. NaHCO3, and brine, dried and filtered. Purification by silica gel chromatography (Isco) gave the desired product, (56 mg, 94%). Calcd for C37H41F3N2O2 (M+H) 602.73, Found 603.5

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08252935B2
Source datasetuspto-grants-2012_08
ORD IDord-a9b426176bde4da8813b1b00119e5461
Source noteuspto-grants-2012_08