HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Acetonitrile → 2-Chloro-4-(5-methylthiophen-2-yl)pyrimidine
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Acetonitrile | HCID 6342 | — |
| Edukt | Sodium Carbonate | HCID 10340 | — |
| Edukt | 2,4-Dichloropyrimidine | HCID 77531 | — |
| Edukt | (5-Methylthiophen-2-yl)boronic acid | HCID 2734374 | — |
| Katalysator | HCID 178418476 | HCID 178418476 | — |
| Lösungsmittel | Methanol | HCID 887 | — |
| Lösungsmittel | Dichloromethane | HCID 6344 | — |
| Produkt | 2-Chloro-4-(5-methylthiophen-2-yl)pyrimidine | HCID 57428835 | — |
Reaktionsschritte
A solution of 0.20 g (1.4 mmol) of 5-methyl-2-thiopheneboronic acid, 0.21 g (1.4 mmol) of 2,4-dichloropyrimidine and 49 mg (0.070 mmol) of bis(triphenylphosphine)palladium(II) chloride in 2 mL of a 2 M Na2CO3 aqueous solution and 5 mL of MeCN was heated in a microwave for 10 min at 160° C., then cooled to rt, diluted with CH2Cl2 and MeOH, and dried over MgSO4. The organic solvent was removed in vacuo, and the resulting solid was purified by flash chromatography eluting with a linear gradient of 50% EtOAc in hexane to neat EtOAc to deliver the title compound. MS (M+H)+ 211.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07858785B2 |
| Quelldatensatz | uspto-grants-2010_12 |
| ORD ID | ord-19d00f4dd2d54f4ba9a7c8abb486528f |
| Quellennotiz | uspto-grants-2010_12 |