HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Toluene → Ethyl 6-(4-isopropylthiazol-2-ylamino)-4-phenoxynicotinate
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Toluene | HCID 1140 | — |
| Edukt | Potassium Phosphate, Tribasic | HCID 62657 | — |
| Edukt | 4-(Propan-2-yl)-1,3-thiazol-2-amine | HCID 7064077 | — |
| 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 | Water | HCID 962 | — |
| Produkt | Ethyl 6-(4-isopropylthiazol-2-ylamino)-4-phenoxynicotinate | HCID 24826427 | 82,5% |
Reaktionsschritte
Using the method of Example 3, Step B, ethyl 6-chloro-4-phenoxynicotinate (4.296 g, 15.47 mmol), 4-isopropylthiazol-2-amine (2 g, 14.06 mmol), potassium phosphate (3.283 g, 15.47 mmol), tris(dibenzylideneacetone)dipalladium (0) (0.3219 g, 0.3516 mmol) and 4,5-bis(diphenylphosphino)-9,9-dimethyl-9H-xanthene (0.2238 g, 0.3867 mmol) were reacted in water (15 mL) and toluene (40 mL) to afford the desired product (4.447 g, 74.22% yield) as a yellow solid. 1H NMR (DMSO), 11.36 (s, 1H), 8.72 (s, 1H), 7.49 (m, 2H), 7.30 (m, 1H), 7.17 (m, 1H), 7.15 (m, 1H), 6.59 (m, 2H), 4.24 (q, 2H), 2.81 (m, 1H), 1.25 (t 3H), 1.15 (d, 6H); Mass spectrum (apci) m/z=384 (100) (M+H).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08022222B2 |
| Quelldatensatz | uspto-grants-2011_09 |
| ORD ID | ord-f3f5208676ac4c7992cd47bf801ad103 |
| Quellennotiz | uspto-grants-2011_09 |