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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2069769Generated: October 29, 2026

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

https://huagongshe.com/reaction/2069769

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, theis 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 numberUS08299077B2
Source datasetuspto-grants-2012_10
ORD IDord-4164ee137df14b70a87a5a5c896409e2
Source noteuspto-grants-2012_10