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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 68444Generated: October 30, 2026

Triethylamine → 1-(6-Chloropyridine-3-carbonyl)-4-methylpiperazine

https://huagongshe.com/reaction/68444

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant1-MethylpiperazineHCID 53167—
Reactant6-Chloronicotinic acidHCID 79222—
ReactantPyBOPHCID 2724699—
SolventDimethylformamideHCID 6228—
Product1-(6-Chloropyridine-3-carbonyl)-4-methylpiperazineHCID 90204049.1%

Reaction Steps

To a solution of 6-Chloro-nicotinic acid (3.00 g, 19.0 mmol) in 30 mL dimethylformamide was added (benzotriazol-1-yloxy)tripyrrolidinophosphonium hexafluorophosphate (10.9 g, 20.9 mmol), 1-methylpiperazine (2.30 g, 22.1 mmol). and triethylamine (2.18 g, 21.5 mmol). After stirring for 18 hours, this was partitioned between ethyl acetate and water. The ethylacetate layer was dried over anhydrous sodium sulfate, concentrated in vacuo, and purified by flash chromatography (elution with 3% methanol/dichloromethane) to yield (6-Chloro-pyridin-3-yl)-(4-methyl-piperazin-1-yl)-methanone (2.50 g, 9.33 mmol).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08822457B2
Source datasetuspto-grants-2014_09
ORD IDord-37df375e372a4d86a062148f65fc1a12
Source noteuspto-grants-2014_09