Some common heterocyclic compound, 260806-90-4, name is Methyl 3-bromo-2-methoxybenzoate, molecular formula is C9H9BrO3, 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. Computed Properties of C9H9BrO3
Methyl 3-bromo-2-raethoxybenzoate (1.9 g, 7.75 mmol, 1.0 eq) was dissolved in toluene and treated with 4-chloro phenyl boronic acid (1.2 g, 7.75 mmol, 1 eq). The reaction mixture was stirred for 10 minutes, purged with nitrogen for 10 minutes and degassed with vacuum. Tetrakis triphenylphosphine palladium (0.447 g, 0.387 mmol, 0.05 eq) and K2CO3 (1.6 g, 11.62 mmol, 1.5 eq) were then added to the mixture. The mixture was heated to reflux for 12 h at 120C and cooled to ambient temperature. The solvents were evaporated under reduced pressure and the reaction mass was diluted with water. The aqueous mixture was extracted with ethyl acetate. The organic layer was dried with anhydrous Na?SC^ and concentrated under vacuum. The residue was purified by silica gel (60-120) column chromatography eluting with
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 260806-90-4, its application will become more common.
Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; WO2009/152082; (2009); A1;,
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