HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
4-Fluorobenzoic Acid → N-(7-dimethylamino-4-methoxy-benzothiazol-2-yl)-4-fluoro-benzamide
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | 4-Fluorobenzoic Acid | HCID 9973 | — |
| Edukt | Diisopropylethylamine | HCID 81531 | — |
| Edukt | Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1) | HCID 9886157 | — |
| Edukt | 4-methoxy-N7,N7-dimethyl-benzothiazole-2,7-diamine | HCID 22737002 | — |
| Lösungsmittel | Tetrahydrofuran | HCID 8028 | — |
| Produkt | N-(7-dimethylamino-4-methoxy-benzothiazol-2-yl)-4-fluoro-benzamide | HCID 10125964 | 84,2% |
Reaktionsschritte
To a stirred solution of 41 mg (0.29 mmol) 4-fluoro-benzoic acid in 1 ml THF were added 128 mg (0.34 mmol) HATU and 0.10 ml (0.56 mmol) N-ethyldiisopropylamine and stirring continued at room temperature for 2.5 h. 50 mg (0.22 mmol) 4-methoxy-N7,N7-dimethyl-benzothiazole-2,7-diamine was then added and stirring continued at room temperature for 16 h. The reaction mixture was then concentrated in vactio. Flash chromatography (ethyl acetate/hexane) afforded 64 mg (83%) N-(7-dimethylamino-4-methoxy-benzothiazol-2-yl)-4-fluoro-benzamide as a white crystalline solid. ES-MS m/e (%): 346 (M+H +, 100).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US06713499B2 |
| Quelldatensatz | uspto-grants-2004_03 |
| ORD ID | ord-53a2b0ee2029483f8559cf5ac8085b3f |
| Quellennotiz | uspto-grants-2004_03 |