HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Anhydride → 4-(5-Acetoxy-4-chloro-2-fluoroanilino)-7-benzyloxy-6-methoxyquinoline
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Anhydride | HCID 7918 | — |
| Reactant | 7-Benzyloxy-4-(4-chloro-2-fluoro-5-hydroxyanilino)-6-methoxyquinoline hydrochloride | HCID 22646580 | — |
| Catalyst | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Product | 4-(5-Acetoxy-4-chloro-2-fluoroanilino)-7-benzyloxy-6-methoxyquinoline | HCID 22646563 | 102.8% |
Reaction Steps
4-Dimethylaminopyridine (12 mg, 0.1 mmol) and acetic anhydride (122 mg, 1.2 mmol) were added to a suspension of 7-benzyloxy-4-(4-chloro-2-fluoro-5-hydroxyanilino)-6-methoxyquinoline hydrochloride (461 mg, 1 mmol), (prepared as described in Example 12). The mixture was heated at reflux for 1 hour and the volatiles were removed by evaporation. The residue was triturated with water and the resulting precipitate was collected by filtration and dried under vacuum to give 4-(5-acetoxy-4-chloro-2-fluoroanilino)-7-benzyloxy-6-methoxyquinoline (480 mg, 95%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06809097B1 |
| Source dataset | uspto-grants-2004_10 |
| ORD ID | ord-de7ab90340664933ac3f243f1dff70ed |
| Source note | uspto-grants-2004_10 |