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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1978981Erstellt: 24. Oktober 2026

3-Pyridinecarboxylic acid, 4-(trifluoromethyl)- → Tert-butyl 3-amino-3-(4-trifluoromethyl-3-pyridinecarbonyloxyimino)propionate

https://huagongshe.com/de/reaction/1978981

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt3-Pyridinecarboxylic acid, 4-(trifluoromethyl)-HCID 2777549—
EduktBis-(1H-imidazol-2-YL)-methanoneHCID 5250894—
Edukttert-butyl 2-(N'-hydroxycarbamimidoyl)acetateHCID 76589802—
LösungsmittelTetrahydrofuranHCID 8028—
ProduktTert-butyl 3-amino-3-(4-trifluoromethyl-3-pyridinecarbonyloxyimino)propionateHCID 5393129951,6%

Reaktionsschritte

30 g of 4-trifluoromethyl-3-pyridinecarboxylic acid is initially charged in 150 ml of dry THF and, a little at a time, admixed with 25.3 g of carbonyl-diimidazole. The mixture is stirred at room temperature for 30 min. 27.2 g of tert-butoxycarbonylacetamide oxime dissolved in 150 ml of THF are then added dropwise. The mixture is stirred overnight, the solvent is evaporated and the residue is taken up in ethyl acetate, washed three times with 1 M sulfuric acid and once with saturated sodium bicarbonate solution. Concentration of the ethyl acetate phase gives 28 g of the product as a pale yellow solid.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06239160B1
Quelldatensatzuspto-grants-2001_05
ORD IDord-fdaa577ba9fd42aa8988ed42e6d7917c
Quellennotizuspto-grants-2001_05