Preparation and application of bismethoxyl substituted carbazole compound with anti-HIV activity
A technology of bismethoxy, aniline compounds, applied in the direction of organic active ingredients, medical preparations containing active ingredients, organic chemistry, etc., can solve problems to be proved and so on
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preparation Embodiment 1
[0072] Preparation Example 1: Synthesis of 3,5-dimethoxy-N-(3-methoxyphenyl)aniline.
[0073]
[0074] Take m-bromoanisole (0.187g, 1.0mmol), 3,5-dimethoxyaniline (0.183g, 1.2mmol), cesium carbonate (0.390g, 1.2mmol), 1,1'-binaphthyl-2 , 2'-bisdiphenylphosphine (0.049g, 0.08mmol), palladium acetate (0.011g, 0.05mmol) in a 50mL round bottom flask, add about 25mL of toluene, fill with nitrogen protection, reflux at 120 ° C and stir the reaction To the end of the reaction (TLC tracking reaction). After the reaction, the reaction system was cooled to room temperature, and the solvent was evaporated to dryness using a rotary evaporator, extracted three times with ethyl acetate (5mL×3), the ethyl acetate phase was combined, the organic phase was collected, and anhydrous Na 2 SO 4 After drying, the ethyl acetate layer was evaporated to dryness with a rotary evaporator, and purified by silica gel column chromatography to obtain the target product, 225.7 mg of white crystals, with...
Embodiment 1
[0075] The nuclear magnetic data of embodiment 1 product is as follows:
[0076] 1 H NMR (300 MHz, CDCl 3 ) δ7.24–7.13 (m, 1H), 6.76–6.63 (m, 2H), 6.52 (dd, J = 8.2, 2.3,Hz, 1H), 6.27–6.24 (m, 2H), 6.10–6.08 (m, 1H), 5.75 (s, 1H), 3.78(s, 3H), 3.76 (s, 6H). 13 C NMR (75 MHz, CDCl 3 ) δ 161.85, 160.89, 145.19, 144.27, 130.35, 111.28, 106.99, 104.45, 96.44, 93.52, 55.56, 55.47.
preparation Embodiment 2
[0077] Preparation Example 2: Synthesis of 3,5-dimethoxy-N-(4-methoxyphenyl)aniline.
[0078]
[0079] Using p-bromoanisole (0.187g, 1.0mmol) and 3,5-dimethoxyaniline (0.183g, 1.2mmol) as raw materials, the preparation method was the same as in Example 1 to obtain 206.4mg of a colorless oily liquid with a yield of 80 %.
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