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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1526288Generated: November 4, 2026

1-Methylpiperazine → 2-Chloro-5-((4-methylpiperazin-1-yl)methyl)pyrazine

https://huagongshe.com/reaction/1526288

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-MethylpiperazineHCID 53167—
ReactantSodium BicarbonateHCID 516892—
ReactantSodium triacetoxyborohydrideHCID 5049666—
Reactant5-Chloropyrazine-2-carbaldehydeHCID 21698067—
SolventAcetonitrileHCID 6342—
Product2-Chloro-5-((4-methylpiperazin-1-yl)methyl)pyrazineHCID 103054001—

Reaction Steps

Sodium triacetoxyborohydride (870 mg) was added to a solution of 5-chloropyrazine-2-carbaldehyde (390 mg) and 1-methylpiperazine (0.335 mL) in acetonitrile (10 mL) at 0° C. The reaction mixture was stirred at room temperature for 4 hr. To the reaction mixture was added saturated aqueous sodium hydrogen carbonate solution, and the mixture was extracted with ethyl acetate. The obtained organic layer was washed successively with water and saturated brine, and dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (basic silica gel, hexane/ethyl acetate) to give the title compound (285 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09085578B2
Source datasetuspto-grants-2015_07
ORD IDord-56f3bbd6b62c4654a9186ee211039636
Source noteuspto-grants-2015_07