Electric Literature of 116557-46-1,Some common heterocyclic compound, 116557-46-1, name is 3-Bromo-2-methoxyaniline, molecular formula is C7H8BrNO, 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.
In the flask will come from step 23-bromo-2-methoxyaniline (1.94 g, 9.60 mmol)4,4,4 ‘, 4’, 5,5,5 ‘, 5′-octamethyl-2,2’-bis(1,3,2-dioxaborolane)(3.66 g, 14.40 mmol),PdCl2 (dppf) -CH2Cl2 (0.392 g, 0.480 mmol) and potassium acetate (2.83 g, 28.8 mmol) in dioxane (32 mL)The solution was heated to reflux (about 100 & lt; 0 & gt; C) overnight,Then cooled to room temperature,Concentrated on diatomaceous earth in a vacuum.The crude product was purified by flash chromatography using 120 g of a silica gel column (solid loading) with 0-50% ethyl acetate / hexane. The appropriate fractions were collected (eluted with nearly 25% EtOAc / hexanes) and concentrated in vacuo,To give 2-methoxy-3- (4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl) aniline in an off-white crystalline solid form (1.47 g , 5.78 mmol, 60.2% yield).
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 3-Bromo-2-methoxyaniline, its application will become more common.
Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; MOSLIN,, RYAN M.; WEINSTEIN,, DAVID S.; WROBLESKI,, STEPHEN T.; ZHANG,, YANLEI; TOKARSKI,, JOHN S.; MERTZMAN,, MICHAEL E.; LIU,, CHUNJIAN; (124 pag.)TWI582077; (2017); B;,
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