HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Water → Ethyl 6-(4-methylthiazol-2-ylamino)-4-phenoxynicotinate
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Water | HCID 962 | — |
| Edukt | Potassium Phosphate, Tribasic | HCID 62657 | — |
| Edukt | 2-Amino-4-methylthiazole | HCID 74143 | — |
| Edukt | Ethyl 6-chloro-4-phenoxynicotinate | HCID 54487232 | — |
| Katalysator | 1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine) | HCID 636044 | — |
| Katalysator | Bis(dibenzylideneacetone)palladium | HCID 9811564 | — |
| Lösungsmittel | Toluene | HCID 1140 | — |
| Produkt | Ethyl 6-(4-methylthiazol-2-ylamino)-4-phenoxynicotinate | HCID 24826421 | 68,6% |
Reaktionsschritte
Using the method of Example 3, Step B, ethyl 6-chloro-4-phenoxynicotinate (12.0 g, 43.4 mmol), 4-methylthiazol-2-amine (4.49 g, 39.4 mmol), potassium phosphate (9.20 g, 43.4 mmol), tris(dibenzylideneacetone)-dipalladium (0) (0.902 g, 0.985 mmol) and 4,5-bis(diphenylphosphino)-9,9-dimethyl-9H-xanthene (0.627 g, 1.08 mmol) were combined in toluene (100 mL) and water (25 mL) to afford ethyl 6-(4-methylthiazol-2-ylamino)-4-phenoxynicotinate (9.6 g, 67.8% yield) as yellow solid. 1H NMR (CDCl3) δ 8.88 (s, 1H), 7.40 (m, 2H), 7.25 (m, 1H), 7.08 (m, 1H), 7.07 (m, 1H), 6.30 (d, 1H), 6.06 (s, 1H), 4.35 (q, 2H), 2.04 (s, 3H), 1.35 (t, 3H); Mass spectrum (esi) m/z=356 (100)(M+H).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08022222B2 |
| Quelldatensatz | uspto-grants-2011_09 |
| ORD ID | ord-4f471baa8b80411fb6f95f6e13b01d4d |
| Quellennotiz | uspto-grants-2011_09 |