HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Acetic Acid → Ethyl 4-[2-fluoro-4-(1,1,2,2,3,3,4,4,4-nonafluorobutyl)anilino]-1-methyl-6-oxo-1,6-dihydro-3-pyridinecarboxylate
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Acetic Acid | HCID 176 | — |
| Edukt | Dimethyl Sulfate | HCID 6497 | — |
| Edukt | Triethylamine | HCID 8471 | — |
| Edukt | Ethyl 6-chloro-4-[2-fluoro-4-(1,1,2,2,3,3,4,4,4-nonafluorobutyl)anilino]nicotinate | HCID 23631003 | — |
| Lösungsmittel | Ethanol | HCID 702 | — |
| Lösungsmittel | Chloroform | HCID 6212 | — |
| Produkt | Ethyl 4-[2-fluoro-4-(1,1,2,2,3,3,4,4,4-nonafluorobutyl)anilino]-1-methyl-6-oxo-1,6-dihydro-3-pyridinecarboxylate | HCID 23630709 | 47% |
Reaktionsschritte
Ethyl 6-chloro-4-[2-fluoro-4-(1,1,2,2,3,3,4,4,4-nonafluorobutyl)anilino]nicotinate was dissolved in CHCl3 and reacted with Me2SO4, followed by triethylamine, AcOH and EtOH as described for example 33, step B. Purification by recrystallisation (EtOAc/Hexane) gave ethyl 4-[2-fluoro-4-(1,1,2,2,3,3,4,4,4-nonafluorobutyl)anilino]-1-methyl-6-oxo-1,6-dihydro-3-pyridinecarboxylate (47%). 1H NMR [400 MHz, (CD3)2SO] δ 9.50 (s, 1H), 8.35 (s, 1H), 7.58 (t, J=8.3 Hz, 1H), 7.52 (dd, J=10.9, 1.8 Hz, 1H), 7.34 (d, J=8.1 Hz, 1H), 5.59 (s, 1H), 4.08 (q, J=7.1 Hz, 2H), 3.22 (s, 3H), 1.10 (t, J=7.1 Hz, 3H).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07273877B2 |
| Quelldatensatz | uspto-grants-2007_09 |
| ORD ID | ord-cc0f1b67f1cf4c988de8659705a8d0d1 |
| Quellennotiz | uspto-grants-2007_09 |