Related Products of 17100-63-9,Some common heterocyclic compound, 17100-63-9, name is Methyl 4-bromo-3-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.
General procedure: The methyl benzoate (200-1500 mg), PdCl2(CH3CN)2 (0.02 eq)and SPhos (0.08 eq) were added to a pressure tube. Then, 1,4-dioxane (0.5-3.5 mL) and Et3N (0.5-2 mL) were added under N2 atmosphere, followed by dropwise addition of HBpin (1.5 eq) while stirring under N2 atmosphere. The reaction mixture was heated to 80 C and stirred for 5-20 h. After cooling to rt, the reaction mixturewas filtered through a Celite pad. If further purificationwasperformed, it is specified in each specific example. 4.6.3 Methyl 3-methoxy-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate fx9 The target compound was prepared as described in Section 4.6 , starting with methyl 4-bromo-3-methoxybenzoate (501 mg, 2.05 mmol). The crude oil (600 mg) was used without further purification. 1H NMR spectroscopy confirmed the presence of 54% of the desired product by comparison with the literature [54] . 1H NMR (600 MHz, DMSO-d6) delta: 7.65-7.63 (m, 1H), 7.54-7.52 (m, 1H), 7.44-7.43 (m, 1H), 3.86 (s, 3H), 3.80 (s, 3H), 1.28 (s, 12H).
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Methyl 4-bromo-3-methoxybenzoate, its application will become more common.
Reference:
Article; Bugge, Steffen; Buene, Audun Formo; Jurisch-Yaksi, Nathalie; Moen, Ingri Ullestad; Skj¡ãnsfjell, Ellen Martine; Sundby, Eirik; Hoff, Bard Helge; European Journal of Medicinal Chemistry; vol. 107; (2016); p. 255 – 274;,
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