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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1507101Generated: October 29, 2026

Cesium carbonate → 1-Methyl-4-(3-nitropyridin-2-yl)piperazine

https://huagongshe.com/reaction/1507101

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
Reactant1-MethylpiperazineHCID 53167—
Reactant2-Chloro-3-nitropyridineHCID 79613—
Catalyst1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine)HCID 636044—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
Solvent1,4-DioxaneHCID 31275—
Product1-Methyl-4-(3-nitropyridin-2-yl)piperazineHCID 276452393%

Reaction Conditions

Temperature90 °C

Reaction Steps

To a microwave vial was added 2-chloro-3-nitropyridine (LXXXI) (1.00 g, 6.31 mmol), 1-methylpiperazine (LXXXII) (0.758 g, 7.57 mmol), cesium carbonate (2.88 g, 8.83 mmol), Pd2(dba)3 (0.173 g, 0.189 mmol), xanthphos (0.109 g, 0.189 mmol), and dioxane (5 mL) The reaction vial was capped and purged with argon. The solution into the reaction vial was heated under microwave irradiation for 2 h at 90° C. The solution was filtered through a pad of Celite and concentrated to a residue under vacuum. The residue was purified by column chromatography (1:99 MeOH:CHCl3→8:92 MeOH:CHCl3) to afford 1-methyl-4-(3-nitro-pyridin-2-yl)-piperazine (LXXXIII) (1.30 g, 5.85 mmol, 93% yield) as a brown oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09221793B2
Source datasetuspto-grants-2015_12
ORD IDord-ad22459f866d41e8967be864a9aa0f47
Source noteuspto-grants-2015_12