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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 52365Erstellt: 24. Oktober 2026

Water → 2-Methylpyridine-3-carbonitrile

https://huagongshe.com/de/reaction/52365

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktWaterHCID 962—
EduktTriethylamineHCID 8471—
EduktTrifluoroacetic anhydrideHCID 9845—
Edukt2-MethylnicotinamideHCID 12243705—
LösungsmittelDichloromethaneHCID 6344—
Produkt2-Methylpyridine-3-carbonitrileHCID 473830875,2%

Reaktionsschritte

To a suspension of 2-methylnicotinamide from step 1 (11.1 g, 0.081 mol) in triethylamine (24.8 g, 0.243 mol) and 400 mL of methylene chloride was added trifluoroacetic anhydride (21.0 g, 0.100 mol) rapidly at 0° C. The reaction was complete after a few minutes at this temperature. Water was added and the aqueous layer was extracted with methylene chloride. The combined organic layers were washed with water, brine and dried over magnesium sulfate. After filtration, the filtrate was concentrated and the residue was purified by chromatography on silica gel (ethyl acetate/hexane, 1:1) to give 7.2 g of 3-cyano-2methylpyridine as a pale yellow solid (75%): mp(DSC) 56°-58° C.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05616601
Quelldatensatzuspto-grants-1997_04
ORD IDord-9673fb8c9ca943f59b6b5e1aa4a9ca27
Quellennotizuspto-grants-1997_04