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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1972657Generated: November 1, 2026

Sodium Hydroxide → 2-((2-Methoxy-3-pyridinyl)methyl)piperazine

https://huagongshe.com/reaction/1972657

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
Reactant(Dimethyl sulfide)trihydroboronHCID 12423031—
Reactant3-((2-Methoxy-3-pyridinyl)methyl)-2,5-piperazinedioneHCID 66583006—
SolventMethanolHCID 887—
SolventTetrahydrofuranHCID 8028—
Product2-((2-Methoxy-3-pyridinyl)methyl)piperazineHCID 66582930—

Reaction Conditions

Temperature70 °C

Reaction Steps

To a 100-mL round-bottomed flask was added 3-((2-methoxy-3-pyridinyl)methyl)-2,5-piperazinedione (398 mg, 1.69 mmol) and borane methyl sulfide, complex (0.64 mL, 6.77 mmol, Aldrich, St. Louis, Mo.) in THF (10 mL). The reaction mixture was stirred at 70° C. for 2 h. The mixture was cooled to room temperature, diluted with MeOH (1 mL), followed by 1N NaOH (12 mL), and extracted with DCM (2×50 mL). The organic extract was washed with saturated NaCl (20 mL) and dried over Na2SO4. The solution was filtered and concentrated in vacuo to give the crude 2-((2-methoxy-3-pyridinyl)methyl)piperazine as colorless viscous oil, which was used without purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08431563B2
Source datasetuspto-grants-2013_04
ORD IDord-a54c7eb013bb45fbaaf1c0f7bdcbfd1a
Source noteuspto-grants-2013_04