HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Triphenylphosphine → 2-Chloro-4-(5-chloro-2-thienyl)thieno[3,2-d]pyrimidine
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Triphenylphosphine | HCID 11776 | — |
| Edukt | Sodium Bicarbonate | HCID 516892 | — |
| Edukt | 5-Chlorothiophene-2-boronic acid | HCID 2734324 | — |
| Edukt | 2,4-Dichlorothieno[3,2-d]pyrimidine | HCID 12712832 | — |
| Katalysator | palladium(II) acetate | HCID 167845 | — |
| Lösungsmittel | Water | HCID 962 | — |
| Lösungsmittel | Tetrahydrofuran | HCID 8028 | — |
| Produkt | 2-Chloro-4-(5-chloro-2-thienyl)thieno[3,2-d]pyrimidine | HCID 86592314 | 94% |
Reaktionsschritte
A solution of Pd(OAc)2 (12 mg, 5 mol %) and PPh3 (52 mg, 20 mol %) in THF (2 mL) was stirred for 5 min, treated dropwise with a solution of 2,4-dichlorothieno[3,2-d]pyrimidine (205 mg, 1 mmol) in THF (1 mL), stirred for 5 min, treated with 5-chlorothiophene-2-boronic acid (244 mg, 1.5 mmol) then saturated aqueous NaHCO3 (1 mL) refluxed for 4 h, cooled, diluted with H2O and filtered to give the title compound (268 mg, 94%) as a grey solid; NMR δH (400 MHz, CDCl3) 7.10 (1H, d, J 4.0 Hz), 7.55 (1H, d, J 5.5 Hz), 7.85 (1H, d, J 4.5 Hz) and 8.08 (1H, d, J 5.5 Hz)
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07384949B2 |
| Quelldatensatz | uspto-grants-2008_06 |
| ORD ID | ord-b0560a529aba4ddaa1d8f109dcf0e96e |
| Quellennotiz | uspto-grants-2008_06 |