HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Water → 2-chloro-N-(6-methoxy-[1,5]naphthyridin-4-yl)-acetamide
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Water | HCID 962 | — |
| Edukt | Ethyl chloroacetate | HCID 7751 | — |
| Edukt | 6-Methoxy-1,5-naphthyridin-4-amine | HCID 11435236 | — |
| Edukt | Potassium tert-butoxide | HCID 23665647 | — |
| Lösungsmittel | Tetrahydrofuran | HCID 8028 | — |
| Produkt | 2-chloro-N-(6-methoxy-[1,5]naphthyridin-4-yl)-acetamide | HCID 66737337 | 45% |
Reaktionsschritte
To a solution of 6-methoxy-[1,5]naphthyridin-4-ylamine (553 mg, 3.16 mmol) in THF (45 mL) was added potassium tert-butoxide (390 mg, 1.1 eq.) at 0° C. The resulting brown suspension was stirred at rt for 1.5 h and then added dropwise to a solution of ethyl chloroacetate (387 mg, 1 eq.) in THF (30 mL) at −5° C. The mixture was allowed to warm to rt and was further stirred for 3 h. Water was added and the mixture was concentrated under reduced pressure. The resulting precipitate was filtered and further dried at HV to afford the title intermediate as a beige solid (357 mg, 45% yield).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08114867B2 |
| Quelldatensatz | uspto-grants-2012_02 |
| ORD ID | ord-91789bb9cbe44a1992ce75f0154035b8 |
| Quellennotiz | uspto-grants-2012_02 |