Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Water | HCID 962 | — |
| Edukt | Ethyl Acetate | HCID 8857 | — |
| Edukt | Methyl 2,6-dichloro-4-iodonicotinate | HCID 58317523 | — |
| Edukt | HCID 178514179 | HCID 178514179 | — |
| Katalysator | HCID 178418397 | HCID 178418397 | — |
| Lösungsmittel | Dimethylformamide | HCID 6228 | — |
| Produkt | Methyl 2,6-dichloro-4-cyanonicotinate | HCID 58317683 | 40,3% |
Reaktionsschritte
A mixture of tetrakis(triphenylphosphine)palladium (34.8 mg, 0.03 mmol), methyl 2,6-dichloro-4-iodonicotinate (100 mg, 0.301 mmol) and dicyanozinc (38.9 mg, 0.331 mmol) in DMF (2 mL) was stirred at 100° C. overnight under N2 atmosphere. To the resulting mixture were added H2O and EtOAc. The aqueous phase was extracted with EtOAc, and the combined organic layers were washed with H2O and brine, dried over MgSO4 and evaporated. The residue was purified by chromatography on SiO2 to give the title compound as a white solid (28 mg, 40%). 1H NMR (500 MHz, DMSO-d6) δ ppm 3.99 (s, 3 H), 8.44 (s, 1H).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US09108970B2 |
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| Quelldatensatz | uspto-grants-2015_08 |
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| ORD ID | ord-44060070b766493ba939af1aec8ea3f2 |
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| Quellennotiz | uspto-grants-2015_08 |
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