HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
1,8-Diazabicyclo(5.4.0)undec-7-ene → HCID 86685303, Verbindung
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | 1,8-Diazabicyclo(5.4.0)undec-7-ene | HCID 81184 | — |
| Edukt | 3-Cyclopropylacrylonitrile | HCID 67056782 | — |
| Edukt | 7-chloro-5-(1H-pyrazol-4-yl)imidazo[1,2-c]pyrimidine | HCID 86685302 | — |
| Lösungsmittel | Acetonitrile | HCID 6342 | — |
| Produkt | HCID 86685303 | HCID 86685303 | 76,54% |
Reaktionsbedingungen
| Temperatur | 50 °C |
|---|
Reaktionsschritte
To a solution of 7-chloro-5-(1H-pyrazol-4-yl)imidazo[1,2-c]pyrimidine (0.107 g, 0.4872 mmol) and 3-cyclopropylacrylonitrile (Preparation B; 0.3403 g, 3.654 mmol) in 2 mL of acetonitrile was added DBU (0.1457 mL, 0.9744 mmol). The reaction mixture was sealed and heated to 50° C. and stirred overnight. To the reaction mixture was added more 3-cyclopropylacrylonitrile (0.100 g, 0.107 mmol) and DBU (0.072 mL, 0.448 mmol) and the reaction mixture was sealed and heated to 60° C. for 4 hours. The reaction mixture was loaded onto directly onto a column of silica gel and eluted with a gradient of 50-75% ethyl acetate in hexanes with 0.5% ammonium hydroxide to afford the title compound (0.119 g, 0.3729 mmol, 76.54% yield). MS (apci) m/z=313.1 (M+H).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08962596B2 |
| Quelldatensatz | uspto-grants-2015_02 |
| ORD ID | ord-a6d10353a66b43b681240b9d0022b434 |
| Quellennotiz | uspto-grants-2015_02 |