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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 638798Generated: October 31, 2026

Formaldehyde → 1-[[1,5-Bis(4-chlorophenyl)-2-methyl-pyrrol-3-yl]methyl]-4-[3-(trifluoromethyl)phenyl]piperazine

https://huagongshe.com/reaction/638798

Reaction equation

Participants

RoleNameHCIDCharge
ReactantFormaldehydeHCID 712—
ReactantSodium HydroxideHCID 14798—
Reactant1,2-Bis(4-chlorophenyl)-5-methylpyrroleHCID 456917—
ReactantTFMPP hydrochlorideHCID 3084246—
SolventAcetic AcidHCID 176—
SolventAcetonitrileHCID 6342—
Product1-[[1,5-Bis(4-chlorophenyl)-2-methyl-pyrrol-3-yl]methyl]-4-[3-(trifluoromethyl)phenyl]piperazineHCID 301139066.24%

Reaction Steps

To a stirred solution of 1,2-bis(4-chlorophenyl)-5-methylpyrrole (1.76 g, 0.006 mol, as obtained in Step-2) in acetonitrile (18 ml) was added a mixture of 1-(3-trifluoromethylphenyl)piperazine hydrochloride (1.55 g, 0.006 mol), 40% formaldehyde (0.45 ml, 0.006 mol) and acetic acid (5.23 ml) drop-wise. After the completion of addition, the reaction mixture was stirred at room temperature for 3-4 hours. The reaction mixture was neutralized with NaOH (20% aq. soln.) and extracted with ethyl acetate (2×100 ml). The combined ethyl acetate extract was washed with water (2×50 ml), brine (1×30 ml), dried over anhydrous sodium sulfate and the solvent evaporated off. The crude product so obtained was purified by column chromatography over silica gel using ethyl acetate hexane (80:10) as eluent to give 2.1 g (66.24%) of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07691837B2
Source datasetuspto-grants-2010_04
ORD IDord-757b52a9903b47b1ac59e4054dfe87ab
Source noteuspto-grants-2010_04