HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Sodium Carbonate → 6-Phenyl-8-(3-nitrophenyl)-1,7-naphthyridine
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Sodium Carbonate | HCID 10340 | — |
| Edukt | Triphenylphosphine | HCID 11776 | — |
| Edukt | Phenylboronic Acid | HCID 66827 | — |
| Edukt | 6-Trifluoromethylsulfonyloxy-8-(3-nitrophenyl)-1,7-naphthyridine | HCID 10810934 | — |
| Katalysator | 1,5-Diphenylpenta-1,4-dien-3-one;palladium | HCID 154270 | — |
| Lösungsmittel | Tetrahydrofuran | HCID 8028 | — |
| Lösungsmittel | Ethyl Acetate | HCID 8857 | — |
| Produkt | 6-Phenyl-8-(3-nitrophenyl)-1,7-naphthyridine | HCID 10711281 | — |
Reaktionsschritte
To a solution of 6-trifluoromethylsulfonyloxy-8-(3-nitrophenyl)-1,7-naphthyridine (300 mg, 0.75 mmol; prepared according to example 8) in tetrahydrofuran (5 ml) is added phenylboronic acid (118 mg, 0.97 mmol, bis(dibenzylideneacetone) palladium (18 mg, 0.03 mmol), triphenylphosphine (16 mg, 0.06 mmol) and aqueous Na2CO3 (2N, 1.44 ml). The solution is kept at 60° C. for 20 h. The solution is diluted with ethyl acetate, filtered and washed with 1N NaOH and water. The solvent is removed in vacuo to give pure product. Mass M+H 328. mp 172-175° C.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US06136821 |
| Quelldatensatz | uspto-grants-2000_10 |
| ORD ID | ord-7cb50492b9bc48328debc03e0aaab1ab |
| Quellennotiz | uspto-grants-2000_10 |