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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 30464Generated: October 26, 2026

1,2-Dichloroethane → (6-Chloro-pyridin-3-yl)-(4-isopropyl-piperazin-1-yl)-methanone

https://huagongshe.com/reaction/30464

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,2-DichloroethaneHCID 11—
Reactant4-MethylmorpholineHCID 7972—
Reactant1-HydroxybenzotriazoleHCID 75771—
Reactant1-IsopropylpiperazineHCID 78013—
Reactant6-Chloronicotinic acidHCID 79222—
SolventDichloromethaneHCID 6344—
SolventSodium HydroxideHCID 14798—
ProductAmmoniaHCID 2222%
Product(6-Chloro-pyridin-3-yl)-(4-isopropyl-piperazin-1-yl)-methanoneHCID 43420904111.6%

Reaction Steps

To a solution of 6-chloronicotinic acid (0.985 g, 6.25 mmol) and 1-isopropyl-piperazine (1.50 g, 7.50 mmol) in DCM (100 mL) was added HOBt (1.20 g, 9.40 mmol), EDC (1.80 g, 9.40 mmol), and N-methyl morpholine (3.4 mL, 31.3 mmol). After 18 h the reaction was diluted with 1 N NaOH (50 mL) and extracted with DCM (3×50 mL). The organic extracts were combined, dried (Na2SO4), and concentrated. Chromatography of the residue (SiO2: 2-4% 2 M NH3 in MeOH/DCM) gave the title compound as a solid (0.934 g, 56%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07423147B2
Source datasetuspto-grants-2008_09
ORD IDord-93d41b1e83374a8195fa06817844aaee
Source noteuspto-grants-2008_09