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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1887693Erstellt: 25. Oktober 2026

1,2-Dichloroethane → N-methyl-3-nitropyridine-2-carboxamide

https://huagongshe.com/reaction/1887693

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt1,2-DichloroethaneHCID 11—
Edukt1-HydroxybenzotriazoleHCID 75771—
EduktDiisopropylethylamineHCID 81531—
EduktMethylamine hydrochlorideHCID 6364545—
Edukt3-Nitropyridine-2-carboxylic acidHCID 18376612—
LösungsmittelDimethylformamideHCID 6228—
ProduktN-methyl-3-nitropyridine-2-carboxamideHCID 2140532532%

Reaktionsschritte

To a mixture of 3-nitropicolinic acid (8.7 g, 51.8 mmol, 1.0 eq), methylamine hydrogen chloride (4.2 g, 1.2 eq), EDC (14.9 g, 1.5 eq), HOBt (8.4 g, 1.2 eq) in DMF (30 mL) was added DIEA (54 mL, 6.0 eq). The mixture was stirred at room temperature overnight. The crude was concentrated and dissolved in EtOAc. It was washed with saturated NaHCO3 solution. The solvent was removed and the crude was purified by silica gel chromatography (20%˜80% EtOAc/Hex) to obtain the desired product N-methyl-3-nitropicolinamide (3.0 g, isolated yield 32%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08501763B2
Quelldatensatzuspto-grants-2013_08
ORD IDord-bd1c65ec52a241f4a9daa8fbc4cc2667
Quellennotizuspto-grants-2013_08