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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1623415Erstellt: 26. Oktober 2026

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

https://huagongshe.com/reaction/1623415

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktDimethyl SulfoxideHCID 679—
Edukt2,6-DichloropyrazineHCID 78504—
EduktTetrahydro-N-methyl-2H-pyran-4-methanamineHCID 22225668—
LösungsmittelEthyl AcetateHCID 8857—
Produkt6-Chloro-N-methyl-N-(tetrahydro-2H-pyran-4-ylmethyl)-2-pyrazinamineHCID 5341030298,3%

Reaktionsbedingungen

Temperatur70 °C

Reaktionsschritte

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.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08778951B2
Quelldatensatzuspto-grants-2014_07
ORD IDord-d65309e6f5754b1f8a9071880b3fd604
Quellennotizuspto-grants-2014_07