HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Chloroacetonitrile → [4-(1H-Indazol-3-yl)1-piperazinyl]acetonitrile
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Chloroacetonitrile | HCID 7856 | — |
| Edukt | Sodium Bicarbonate | HCID 516892 | — |
| Edukt | 3-(Piperazin-1-YL)-1H-indazole | HCID 14823445 | — |
| Lösungsmittel | Acetonitrile | HCID 6342 | — |
| Produkt | [4-(1H-Indazol-3-yl)1-piperazinyl]acetonitrile | HCID 18467291 | 55,8% |
Reaktionsschritte
To a stirred suspension of 3-piperazin-1-yl-1H-indazole (6.0 g, 29.7 mmol) and NaHCO3 (2.7 g, 32.7 mmol) in dry acetonitrile (125 ml) was added chloroacetonitrile (2.1 ml, 31.2 mmol) at room temperature, under nitrogen. The suspension was warmed to reflux for 17.5 hours, cooled to room temperature, and subsequently filtered. The remaining solids were washed with dichloromethane and the combined filtrates were concentrated. The resulting brown oil was purified via flash column chromatography (silica gel, 0-50% EtOAc/DCM) to give 4.0 g of product as an off-white solid, m.p. 121°-123° C.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US05624927 |
| Quelldatensatz | uspto-grants-1997_04 |
| ORD ID | ord-f092833a9a334e3f89d228c1b1f59160 |
| Quellennotiz | uspto-grants-1997_04 |