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Electric Literature of 52570-33-9,Some common heterocyclic compound, 52570-33-9, name is Methyl 3-iodo-2-methylbenzoate, molecular formula is C9H9IO2, 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.

Under a nitrogen atmosphere, 2-amino-3-bromo-5- methylpyridine (2.00 g, 10.69 mmol) , methyl 3-iodo-2- methylbenzoate (2.95 g, 10.69 mmol) , copper (I) iodide (204 mg, 0.11 mmol), ethanol amine (131 mg, 0.22 mmol), potassium carbonate (2.22 g, 16.04 mmol), and anisole (30 ml) were mixed, and the mixture was stirred at room temperature for 10 minutes. The mixture was heated and stirred at 130C for 8 hours. The reaction solution was cooled to room temperature, and water (30 ml) was added thereto. The mixture was concentrated under reduced pressure. The concentrate was dissolved in ethyl acetate (50 ml), activated carbon Shirasagi A was added, and the mixture was filtered. Water (20 ml) was added to the filtrate. The organic layer was separated and washed with water (20 ml) . The organic layer was concentrated. The concentrate was subjected to silica gel column chromatography (silica gel 20 g, eluent: ethyl acetate :n-hexane = 1:20), and the effective fraction was concentrated. Ethyl acetate (0.2 ml) and n-hexane (5 ml) were added to the residue, and the mixture was stirred at room temperature for 30 minutes. Next, the crystals were collected by filtration, and dried at 50C under reduced pressure, to yield the title compound (1.13 g) . (HPLC area%: 83.4% (methyl 3- [ (3-iodo-5-methylpyridin-2- yl) amino] -2-methylbenzoate: 16.1%)) .

The synthetic route of 52570-33-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; WO2008/16184; (2008); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com