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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1963959Generated: October 25, 2026

Dimethyl Sulfoxide → 6-Chloro-N-methyl-N-(tetrahydro-2H-pyran-4-ylmethyl)-2-pyrazinamine

https://huagongshe.com/reaction/1963959

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethyl SulfoxideHCID 679—
Reactant2,6-DichloropyrazineHCID 78504—
ReactantTetrahydro-N-methyl-2H-pyran-4-methanamineHCID 22225668—
SolventEthyl AcetateHCID 8857—
Product6-Chloro-N-methyl-N-(tetrahydro-2H-pyran-4-ylmethyl)-2-pyrazinamineHCID 5341030298.3%

Reaction Conditions

Temperature70 °C

Reaction Steps

A mixture of 2,6-dichloropyrazine (298 mg, 2.000 mmol), DMSO (6 ml), TEA (0.418 ml, 3.00 mmol) and N-methyl-1-(tetrahydro-2H-pyran-4-yl)methanamine (264 mg, 2.040 mmol) was stirred at 70° C. for 16 hours, and the reaction progress was followed by LCMS. The crude reaction mixture was let cool to room temperature, diluted with 150 ml of ethyl acetate, washed with 1M NaOH soln. (1×), water (2×), saturated salt soln. (1×), dried with sodium sulfate, filtered, and concentrated to constant mass, giving 475 mg of the title compound as free base, which was used without further purification. LCMS (m/z): 242.0 (MH+), retention time=0.85 min.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08415381B2
Source datasetuspto-grants-2013_04
ORD IDord-b51dcfce2f5c4c4790c4f782d9c53938
Source noteuspto-grants-2013_04