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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1027697Erstellt: 25. Oktober 2026

Triethylamine → 5-chloro-N,N-dimethylpyrazine-2-carboxamide

https://huagongshe.com/reaction/1027697

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTriethylamineHCID 8471—
EduktDimethylamine, hydrochlorideHCID 10473—
Edukt5-Chloropyrazine-2-carbonyl chlorideHCID 15215743—
LösungsmittelDichloromethaneHCID 6344—
Produkt5-chloro-N,N-dimethylpyrazine-2-carboxamideHCID 59000470100,2%

Reaktionsschritte

5-chloropyrazine-2-carbonyl chloride (2.13 gram, 12.05 mmol) and dimethylamine HCl salt (1.06 gram, 12.7 mmol) were suspended in dichloromethane (50 mL) with stirring. Triethylamine (5.04 mL, 36.2 mmol) in dichloromethane (25 mL) was added dropwise at 0° C. to the reaction mixture. The combined solution was warmed up to ambient temperature and stirred for 4 hours. The compound was diluted with dichloromethane, washed with 1N HCl, water, brine, dried (Na2SO4), filtered and concentrated. The crude product was purified by column chromatography (silica gel, gradient of 30 to 80% ethyl acetate in heptane) to provide desired 5-chloro-N,N-dimethylpyrazine-2-carboxamide (SM-1: 2.24 g, 85%). 1H NMR (400 MHz, CHLOROFORM-d) δ ppm 8.74 (d, J=1.37 Hz, 1H) 8.53 (d, J=1.37 Hz, 1H) 3.15 (s, 3H) 3.12 (s, 3H)

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08735396B2
Quelldatensatzuspto-grants-2014_05
ORD IDord-5aa1f562001546f6b62359321c919f0f
Quellennotizuspto-grants-2014_05