HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
1,2-Dichloroethane → Ethyl 5-chloro-1-(pyridin-2-YL)-1H-pyrazole-4-carboxylate
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | 1,2-Dichloroethane | HCID 11 | — |
| Edukt | Tert-Butyl nitrite | HCID 10906 | — |
| Edukt | ethyl 5-amino-1-(pyridin-2-yl)-1H-pyrazole-4-carboxylate | HCID 742041 | — |
| Katalysator | Cupric Chloride | HCID 24014 | — |
| Lösungsmittel | Dichloromethane | HCID 6344 | — |
| Produkt | Ethyl 5-chloro-1-(pyridin-2-YL)-1H-pyrazole-4-carboxylate | HCID 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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08389509B2 |
| Quelldatensatz | uspto-grants-2013_03 |
| ORD ID | ord-97f40971f07d4407938fc61034138493 |
| Quellennotiz | uspto-grants-2013_03 |