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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 245380Erstellt: 24. Oktober 2026

2-Pyrazinecarboxylic acid → N-Methoxy-N-methylpyrazine-2-carboxamide

https://huagongshe.com/de/reaction/245380

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt2-Pyrazinecarboxylic acidHCID 1047—
EduktTriethylamineHCID 8471—
EduktOxalyl chlorideHCID 65578—
EduktMethanamine, N-methoxy-, hydrochloride (1:1)HCID 81138—
KatalysatorDimethylformamideHCID 6228—
LösungsmittelDichloromethaneHCID 6344—
ProduktN-Methoxy-N-methylpyrazine-2-carboxamideHCID 2261313192,2%

Reaktionsschritte

To a 500 ml round bottom flask, pyrazine-2-carboxylic acid (58 g, 467.37 mmol) was suspended in dry CH2Cl2 (250 ml): oxalyl chloride (50.1 ml, 560.85 mmol) was added along with a few drops of DMF, and the mixture was stirred at room temperature for 12 hours. N,O-Dimethylhydroxylamine hydrochloride (54.7 g, 560.85 mmol) was added, and the resultant mixture was cooled down to 5° C. Triethylamine (195 ml, 1402.12 mmol) was added via a dropping funnel, and the reaction mixture was stirred at room temperature for 30 minutes before being filtered. The filter cake was washed with EtOAc, and the combined filtrate was washed with saturated sodium bicarbonate and brine, concentrated to an oil and dried under high vacuum to give the desired product (72 g).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08658641B2
Quelldatensatzuspto-grants-2014_02
ORD IDord-19cf48c975be4d648d88c4f1b6fb9bcc
Quellennotizuspto-grants-2014_02