Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1916059Generated: October 31, 2026

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

https://huagongshe.com/reaction/1916059

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 numberUS08618098B2
Source datasetuspto-grants-2013_12
ORD IDord-7367bdcbbc204a1381bd974af9e8ec6f
Source noteuspto-grants-2013_12