Electric Literature of 17100-65-1,Some common heterocyclic compound, 17100-65-1, name is Methyl 2-bromo-4-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.
10280] Synthesis of methyl 2-(6-tert-butyl-9H-pyrido[2,3- b]indol-9-yl)-4-methoxybenzoate: A mixture of 7-tert-butyl- 9H-pyrido[2,3-b]indole (3.07 g, 13.68 mmol, 1.0 eq), methyl 2-methyl 2-bromo-4-methoxybenzoate (5.03 g, 20.52 mmol, 1.5 eq), Cul (0.13 g, 0.68 mmol, 0.05 eq), K2C03 (3.97 g, 28.73 mmol, 2.1 eq), trans-N?,N2-dimeth- ylcyclohexane-1,2-diamine (0.39 g, 2.74 mmol, 0.2 eq) in DMSO (35 mE) was stirred at a temperature of 105-115 C.for 4 days under a nitrogen atmosphere and then cooled to ambient temperature. The mixture was diluted with ethyl acetate and filtered. The filtrate was washed with water three times, dried over sodium sulfate, filtered, and concentrated under reduced pressure. The resulting residue was purified through column chromatography on silica gel using hexane/ ethyl acetate (10:1-5:1-3:1) as eluent to obtain the desired product as a yellow solid 3.52 g in 66% yield. ?H NMR (DMSO-d5, 400 MHz): oe 1.44 (s, 9H), 3.21 (s, 3H), 3.91 (s, 3H), 7.23-7.29 (m, 4H), 7.57 (dd, J=8.8, 2.0 Hz, 1H), 8.06 (d, J=9.2 Hz, 1H), 8.3 1-8.32 (m, 2H), 8.65 (d, J=8.0, 1.6 Hz, 1H).
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Methyl 2-bromo-4-methoxybenzoate, its application will become more common.
Reference:
Patent; Arizona Board of Regents on behalf of Arizona State University; Li, Jian; Li, Guijie; (424 pag.)US2016/359125; (2016); A1;,
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