HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Triethylamine → Methyl 3-(2-(5-bromo-3-phenoxypyridin-2-ylamino)thiazol-4-yl)propanoate
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Triethylamine | HCID 8471 | — |
| Edukt | Methyl 5-bromo-4-oxopentanoate | HCID 9855825 | — |
| Edukt | 1-(5-Bromo-3-phenoxypyridin-2-yl)thiourea | HCID 86631481 | — |
| Lösungsmittel | Ethanol | HCID 702 | — |
| Produkt | Methyl 3-(2-(5-bromo-3-phenoxypyridin-2-ylamino)thiazol-4-yl)propanoate | HCID 86631509 | 80,2% |
Reaktionsschritte
A mixture of methyl 5-bromo-4-oxopentanoate (2.51 g, 12.0 mmol), 1-(5-bromo-3-phenoxypyridin-2-yl)thiourea (3.00 g, 9.25 mmol), triethylamine (2.19 mL, 15.7 mmol), and ethanol (60 mL) was refluxed for 3 hours and then stirred at ambient temperature overnight. The solvent was removed to about one third original volume and partitioned between CH2Cl2 and water. The organics were concentrated and purified on silica gel eluting with 40% EtOAc/Hexanes to give the title compound (3.22 g, 80.1% yield).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08883828B2 |
| Quelldatensatz | uspto-grants-2014_11 |
| ORD ID | ord-6a048f3f88864395ae35042aa242ef6f |
| Quellennotiz | uspto-grants-2014_11 |