HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Tributylvinyltin → HCID 86675408, Verbindung
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Tributylvinyltin | HCID 81998 | — |
| Edukt | Methyl 4-amino-6-chloro-5-fluoro-3-methoxypicolinate | HCID 86675409 | — |
| Katalysator | HCID 178418476 | HCID 178418476 | — |
| Lösungsmittel | 1,2-Dichloroethane | HCID 11 | — |
| Produkt | HCID 86675408 | HCID 86675408 | 97,1% |
Reaktionsschritte
A mixture of methyl 4-amino-6-chloro-5-fluoro-3-methoxypicolinate (405 mg, 1.73 mmol), tributyl(vinyl)stannane (1.097 g, 3.46 mmol), and PdCl2(PPh3)2 (181 mg, 0.26 mmol) in 1,2-dichloroethane (3.5 mL) was heated at 120° C. in a Biotage microwave for 30 min Column chromatography (0-40% EtOAc/hexanes) of the crude reaction mixture provided the title compound as a yellow oil (0.38 g, 97%): 1H NMR (400 MHz, CDCl3) δ 6.88 (ddd, J=17.5, 11.1, 1.4 Hz, 1H), 6.33 (dd, J=17.5, 1.6 Hz, 1H), 5.57 (ddd, J=11.1, 1.6, 0.7 Hz, 1H), 4.47 (s, 2H), 3.97 (s, 3H), 3.91 (s, 3H); 19F NMR (376 MHz, CDCl3) δ −143.2; ESIMS m/z 227 ([M+H]+).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08754229B2 |
| Quelldatensatz | uspto-grants-2014_06 |
| ORD ID | ord-f8d9e29bf2344ef98af647c5c1b7de89 |
| Quellennotiz | uspto-grants-2014_06 |