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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 632463Erstellt: 24. Oktober 2026

2-Methylpropanehydrazide → 5-Bromo-3-(5-isopropyl-[1,3,4]oxadiazol-2-yl)-pyridin-2-ylamine

https://huagongshe.com/de/reaction/632463

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt2-MethylpropanehydrazideHCID 19239—
Edukt2-Amino-5-bromonicotinic acidHCID 737445—
LösungsmittelPhosphorus oxychlorideHCID 24813—
Produkt5-Bromo-3-(5-isopropyl-[1,3,4]oxadiazol-2-yl)-pyridin-2-ylamineHCID 90273289—

Reaktionsbedingungen

Temperatur100 °C

Reaktionsschritte

To a solution of 2-amino-5-bromo-nicotinic acid (1.0 g, 4.60 mmol) in POCl3 (20 mL) was added isobutyric acid hydrazide (705 mg, 6.912 mmol) at RT. The reaction temperature was slowly heated to 100° C. and stirred for 18 h. The solvent was evaporated under reduced pressure, the residue was basified with saturated cold sodium bicarbonate solution (50 mL), extracted with ethyl acetate (3×50 mL), organic layer was washed with brine, dried over anhydrous sodium sulphate and concentrated under reduced pressure. Crude compound was purified by column chromatography using 100-200 mesh silica gel. The column was eluted with 40% EtOAc in petroleum ether to afford the title compound as a yellow solid.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09321748B2
Quelldatensatzuspto-grants-2016_04
ORD IDord-c792ba2d334042f8bf03c49549f5aa95
Quellennotizuspto-grants-2016_04