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HRID 595433Erstellt: 25. Oktober 2026

1,1'-Carbonyldiimidazole → 5-(6-chloro-4-(isopropylamino)pyridin-3-yl)-1,3,4-oxadiazol-2(3H)-one

https://huagongshe.com/reaction/595433

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt1,1'-CarbonyldiimidazoleHCID 68263—
Edukt6-Chloro-4-(isopropylamino)nicotinohydrazideHCID 89689668—
LösungsmittelDimethylformamideHCID 6228—
Produkt5-(6-chloro-4-(isopropylamino)pyridin-3-yl)-1,3,4-oxadiazol-2(3H)-oneHCID 89690809—

Reaktionsschritte

6-chloro-4-(isopropylamino)nicotinohydrazide (10) (800 mg, 3.5 mmol) was taken in DMF (4 mL). Added CDI (3.8 mmol, 1.1 equiv.) and stirred at room temperature for overnight. The reaction mass was concentrated under reduced pressure to remove excess of DMF. The residue was diluted using EtOAc, washed the EtOAc layer with water followed by brine solution. Collected the EtOAc layer, dried over Na2SO4, filtered and concentrated. The crude material obtained was taken to next step as such, without purification. LC/MS: Acquity BEH C18 2.1×50 mm, 1.8 micron; Solvent A=0.1% TFA in water; Solvent B=0.1% TFA in ACN; gradient 0-100% B over 2 min; retention time: 0.76 min; LCMS (ES-API), m/z 255.6 (M+H).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09242975B2
Quelldatensatzuspto-grants-2016_01
ORD IDord-b5f9b7339f1d48eab6d70d1c62750fa9
Quellennotizuspto-grants-2016_01