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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 393627Generated: October 30, 2026

Acetic Anhydride → 4-(5-Acetoxy-4-chloro-2-fluoroanilino)-7-benzyloxy-6-methoxyquinoline

https://huagongshe.com/reaction/393627

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AnhydrideHCID 7918—
Reactant7-Benzyloxy-4-(4-chloro-2-fluoro-5-hydroxyanilino)-6-methoxyquinoline hydrochlorideHCID 22646580—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
Product4-(5-Acetoxy-4-chloro-2-fluoroanilino)-7-benzyloxy-6-methoxyquinolineHCID 22646563102.8%

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06809097B1
Source datasetuspto-grants-2004_10
ORD IDord-de7ab90340664933ac3f243f1dff70ed
Source noteuspto-grants-2004_10