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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 890086Generated: October 30, 2026

Dimethylformamide → 2-Tert-butoxy-6-(2-(4-(2-chlorophenoxymethyl)piperidino)ethyl)pyrazine

https://huagongshe.com/reaction/890086

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantPotassium CarbonateHCID 11430—
Reactant4-[(2-Chlorophenoxy)methyl]piperidine hydrochlorideHCID 17178042—
Reactant2-Tert-butoxy-6-vinylpyrazineHCID 22248276—
SolventEthyl AcetateHCID 8857—
Product2-Tert-butoxy-6-(2-(4-(2-chlorophenoxymethyl)piperidino)ethyl)pyrazineHCID 2224837711%

Reaction Conditions

Temperature100 °C

Reaction Steps

After adding 1.16 g of 2-tert-butoxy-6-vinylpyrazine, 860 mg of 4-(2-chlorophenoxymethyl)piperidine hydrochloride and 0.43 g of anhydrous potassium carbonate to 10 ml of N,N-dimethylformamide, the mixture was stirred for 2 days at 100° C. Ice water was added to the reaction mixture and extraction was performed with ethyl acetate. The organic layer was washed with water and saturated brine in that order and dried over anhydrous magnesium sulfate, and then the solvent was distilled off under reduced pressure. The residue was purified by NH silica gel column chromatography (solvent: n-hexane/ethyl acetate) to obtain the title compound (145 mg, 11% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06995144B2
Source datasetuspto-grants-2006_02
ORD IDord-d98bc58d5cd5442c9dfbbe2e5d20e0af
Source noteuspto-grants-2006_02