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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1391832Generated: October 25, 2026

Triethylamine → (trans)-1-(5-Chloro-benzofuran-2-yl-carbonyl)-4-(4-fluorobenzyl)-2,5-dimethylpiperazine

https://huagongshe.com/reaction/1391832

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant(2S,5R)-1-(4-Fluorobenzyl)-2,5-dimethylpiperazineHCID 12112118—
Reactant5-Chloro-1-benzofuran-2-carbonyl chlorideHCID 33740764—
SolventDichloromethaneHCID 6344—
Product(trans)-1-(5-Chloro-benzofuran-2-yl-carbonyl)-4-(4-fluorobenzyl)-2,5-dimethylpiperazineHCID 5967625682%

Reaction Steps

To an ice cold solution of (trans)-1-(4-fluorobenzyl)-2,5-dimethylpiperazine (712 mg, 3.2 mmol) and triethylamine (506 mg, 5 mmol) in CH2Cl2 (5 mL) a solution of the 5-chloro-1-benzofuran-2-carbonyl chloride (4.2 mmol) in CH2Cl2 (2 mL) was dropwise added. The reaction mixture was stirred at room temperature over night and washed with 0.5 M aqueous NaOH. The organic layer was dried, concentrated and submitted to flash column chromatography (CHCl3/MeOH; 1:0→10:1) to yield 1.05 g (82%) of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07339059B2
Source datasetuspto-grants-2008_03
ORD IDord-bf376f6281c3480e9483948f62cd0490
Source noteuspto-grants-2008_03