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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1831755Generated: October 25, 2026

1-[(Pyridin-2-yl)methyl]piperazine → 1-({3-[2-(2,4-Dichlorophenyl)ethoxy]-4-methoxyphenyl}carbonyl)-4-(pyridin-2-ylmethyl)piperazine

https://huagongshe.com/reaction/1831755

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-[(Pyridin-2-yl)methyl]piperazineHCID 808714—
ReactantO-[(Ethoxycarbonyl)cyanomethylenamino]-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 2733286—
Reactant3-[2-(2,4-Dichlorophenyl)ethoxy]-4-methoxybenzoic acidHCID 15480332—
SolventDimethylformamideHCID 6228—
Product1-({3-[2-(2,4-Dichlorophenyl)ethoxy]-4-methoxyphenyl}carbonyl)-4-(pyridin-2-ylmethyl)piperazineHCID 11237358—

Reaction Steps

0.100 g (0.29 mmol) of 3-[2-(2,4-Dichloro-phenyl)-ethoxy]-4-methoxy-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-2-ylmethyl-piperazine and 0.098 g (0.3 mmol) of TOTU. The solution was stirred for 1 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 n-heptane/ethyl acetate (1/1), ethyl acetate, and ethyl acetate/MeOH (10/1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07067665B2
Source datasetuspto-grants-2006_06
ORD IDord-96d16fb45f5f4c4181951fec6c924f29
Source noteuspto-grants-2006_06