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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1941877Erstellt: 25. Oktober 2026

1,2-Dichloroethane → Ethyl 5-chloro-1-(pyridin-2-YL)-1H-pyrazole-4-carboxylate

https://huagongshe.com/reaction/1941877

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt1,2-DichloroethaneHCID 11—
EduktTert-Butyl nitriteHCID 10906—
Eduktethyl 5-amino-1-(pyridin-2-yl)-1H-pyrazole-4-carboxylateHCID 742041—
KatalysatorCupric ChlorideHCID 24014—
LösungsmittelDichloromethaneHCID 6344—
ProduktEthyl 5-chloro-1-(pyridin-2-YL)-1H-pyrazole-4-carboxylateHCID 13654084—

Reaktionsschritte

To a solution of ethyl 5-amino-1-(pyridin-2-yl)-1H-pyrazole-4-carboxylate (200 mg, 0.861 mmol) and copper (II) chloride (116 mg, 0.861 mmol) in 1,2-dichloroethane (8 mL) was added tert-butyl nitrite (0.154 mL, 1.292 mmol). The reaction mixture was stirred at rt for 16 hrs. The reaction mixture was diluted with 30 mL of dichloromethane and was washed with 10 mL of 2M NH4OH solution, 10 mL of brine and dried over Na2SO4. Filtration and concentration yielded a crude product which was purified on silica gel column eluting with hexanes/EtOAc to afford ethyl 5-chloro-1-(pyridin-2-yl)-1H-pyrazole-4-carboxylate.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08389509B2
Quelldatensatzuspto-grants-2013_03
ORD IDord-97f40971f07d4407938fc61034138493
Quellennotizuspto-grants-2013_03