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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 595393Erstellt: 25. Oktober 2026

Lawesson's reagent → Methyl 5-(6-chloro-4-(isopropylamino)pyridin-3-yl)-1,3,4-thiadiazole-2-carboxylate

https://huagongshe.com/reaction/595393

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktLawesson's reagentHCID 87949—
EduktMethyl 2-(2-(6-chloro-4-(isopropylamino)nicotinoyl)hydrazinyl)-2-oxoacetateHCID 89689816—
LösungsmittelTetrahydrofuranHCID 8028—
LösungsmittelEthyl AcetateHCID 8857—
ProduktMethyl 5-(6-chloro-4-(isopropylamino)pyridin-3-yl)-1,3,4-thiadiazole-2-carboxylateHCID 89690804—

Reaktionsschritte

To a stirred solution of methyl 2-(2-(6-chloro-4-(isopropylamino)nicotinoyl)hydrazinyl)-2-oxoacetate (11) (1 g, 3.1 mmol) in THF (30 mL), Lawesson's reagent (6.3 mmol, 2 equiv) was added and heated to reflux for 3 h. The reaction mixture was diluted with EtOAc and washed twice with 10% NaHCO3 solution. The organic layer was collected, dried over Na2SO4, filtered and concentrated. The crude material obtained was purified by column chromatography through silica gel and MeOH: DCM as eluent afford methyl 5-(6-chloro-4-(isopropylamino)pyridin-3-yl)-1,3,4-thiadiazole-2-carboxylate.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09242975B2
Quelldatensatzuspto-grants-2016_01
ORD IDord-cd38f7ba696b4bf1b43ebc8fc749d8dc
Quellennotizuspto-grants-2016_01