HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Pyrazole → 2-Amino-4-methylsulfanyl-6-pyrazol-1-yl-pyrimidine-5-carbonitrile
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Pyrazole | HCID 1048 | — |
| Edukt | Potassium hydride | HCID 82127 | — |
| Edukt | 2-Amino-4-bromo-6-methylsulfanyl-pyrimidine-5-carbonitrile | HCID 18753230 | — |
| Lösungsmittel | Diglyme | HCID 8150 | — |
| Produkt | 2-Amino-4-methylsulfanyl-6-pyrazol-1-yl-pyrimidine-5-carbonitrile | HCID 18507524 | 27,4% |
Reaktionsbedingungen
| Temperatur | 60 °C |
|---|
Reaktionsschritte
To a stirred solution of 500 mg (7.34 mmol) pyrazole in 15 ml diglyme at room temperature under argon was added 0.90 ml (7.34 mmol) potassium hydride (35% dispersion in oil) and the reaction mixture heated at 60° C. for 2 hours. 1.50 g (6.12 mmol) 2-amino-4-bromo-6-methylsulfanyl-pyrimidine-5-carbonitrile was then added and the reaction mixture heated at 60° C. for 16 h, then cooled to room temperature, 2 g of kieselgel added, and the mixture concentrated in vacuo. Flash chromatography (ethyl acetate/hexane 1/3) afforded 390 mg (27%) 2-amino-4-methylsulfanyl-6-pyrazol-1-yl-pyrimidine-5-carbonitrile as a white crystalline solid. EI-MS m/e (%): 232 (M+, 61), 231 ([M—H]+, 100).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US06586441B2 |
| Quelldatensatz | uspto-grants-2003_07 |
| ORD ID | ord-566ca670243e4903a470ff475487d0f6 |
| Quellennotiz | uspto-grants-2003_07 |