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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1831757Generated: October 27, 2026

1-((Pyridin-4-yl)methyl)piperazine → {3-[2-(2,4-Dichlorophenyl)-Ethoxy]-4-Methyl-Phenyl}-(4-Pyridin-4-Ylmethyl-Piperazin-1-Yl)-Methanone

https://huagongshe.com/reaction/1831757

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-((Pyridin-4-yl)methyl)piperazineHCID 808715—
ReactantO-[(Ethoxycarbonyl)cyanomethylenamino]-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 2733286—
Reactant3-[2-(2,4-Dichloro-phenyl)-ethoxy]-4-methyl-benzoic acidHCID 22052388—
SolventDimethylformamideHCID 6228—
Product{3-[2-(2,4-Dichlorophenyl)-Ethoxy]-4-Methyl-Phenyl}-(4-Pyridin-4-Ylmethyl-Piperazin-1-Yl)-MethanoneHCID 22052331—

Reaction Steps

0.094 g (0.29 mmol) of 3-[2-(2,4-dichloro-phenyl)-ethoxy]-4-methyl-benzoic acid was dissolved in 2 ml of DMF and treated with 0.146 ml (1.16 mmol) of N-NEM and 51 mg (0.29 mmol) of 1-Pyridin-4-ylmethyl-piperazine and 0.098 g (0.3 mmol) of TOTU. The solution was stirred for 16 h at RT. The solvent was removed under reduced pressure, the residue was taken-up in DCM and the solution was washed three times with saturated aqueous sodium bicarbonate. The organic phase was dried with sodium sulphate, filtered and the solvent was removed under reduced pressure. The residue was chromatographed on silica gel eluting with DCM, and DCM/MeOH (20/1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07067665B2
Source datasetuspto-grants-2006_06
ORD IDord-1bf9229d53324432a1d265ccc2114852
Source noteuspto-grants-2006_06