Some common heterocyclic compound, 13220-46-7, name is 4-Methylindolin-2-one, molecular formula is C9H9NO, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route. category: indolines-derivatives
Step 1: synthesis of methyl 4-(4-methylindolin-2-on)ylsalicylate (1-2) (0094) (0095) 4-Methylindol-2-one (147 mg, 1 mmol) and methyl 4-iodosalicylate (306 mg, 1.1 mmol) were dissolved in 2 mL dioxane, followed by adding cuprous iodide (38 mg, 0.2 mmol), 1,10-phenanthroline (54 mg, 0.3 mmol) and potassium carbonate (415 mg, 3 mmol). The mixture was heated by microwave at 125C to react for 120 min. The mixture was cooled to room temperature, diluted with 20 mL ethyl acetate, filtered, and evaporated under reduced pressure to remove the solvent. The residue was separated by column chromatography (silica gel 200-300 mesh, eluent: n-hexane/ethyl acetate = 4/1) to give 70 mg methyl 4-(4-methylindolin-2-on)-ylsalicylate as a yellow solid with a yield of 23.5%.
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 13220-46-7, its application will become more common.
Reference:
Patent; Beijing Hanmi Pharmaceutical Co., Ltd.; XUE, Hai; ZHAO, Tao; CHA, Mi Young; KIM, Maengsup; (40 pag.)EP3252038; (2017); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem