1122-10-7 3,4-Dibromo-1H-pyrrole-2,5-dione 14279, apyrrolines compound, is more and more widely used in various.
With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1122-10-7,3,4-Dibromo-1H-pyrrole-2,5-dione,as a common compound, the synthetic route is as follows.
2,3-Dibromomaleimide(2.55 g, 10.0 mmol)Placed in 100mL three-necked flask,Was dissolved in 30 mL of dry DMF,Nitrogen protection,Down to 0 ,Sodium hydride was added in two portions(480 mg, 12 mmol, 60% by mass dispersed in paraffin).After 1 h, 10 mL of dry DMF was addedDissolved chloromethyl benzyl methyl ether(2.08 mL, 15 mmol),The reaction was allowed to proceed to room temperature for 2 h.After falling to 0 ,The reaction was quenched by the addition of 20 mL of saturated ammonium chloride solution,Ethyl acetate extraction,The organic phase was dried over anhydrous sodium sulfate and concentrated,Pressurized column chromatography Petroleum ether: ethyl acetate = 50: 1 (v / v)To give 3.55 g of the compound N-benzyloxymethyl-2,3-dibromomaleimide,Yield 94%.A magnesium wire (432 mg, 18.0 mmol)Was placed in a 100 mL dry three-necked flask,4 mL of dry tetrahydrofuran was added,Argon replacement,After the introduction of anhydrous bromoethane(1.35 mL, 18.0 mmol),Reaction at room temperature for 15min then rose to 40 reaction 30min.The indole was introduced with a catheter(2.11 g, 18.0 mmol),Reaction 1h.N-benzyloxymethyl-2,3-dibromomaleimide (3.29 g, 8.9 mmol) was added,Reaction at room temperature for 4h.The reaction was quenched by the addition of 20 mL of saturated ammonium chloride solution,Ethyl acetate extraction,The organic phase was dried over anhydrous sodium sulfate and concentrated,Pressure column chromatography,Petroleum ether: ethyl acetate = 4: 1 (v / v)To give 3.46 g of compound 185a,Yield 94%.
1122-10-7 3,4-Dibromo-1H-pyrrole-2,5-dione 14279, apyrrolines compound, is more and more widely used in various.
Reference£º
Patent; Ocean University of China; The Key Laboratory of Chemistry Natural Products of Guizhou Province and Chinese Academy; Zhu, Weiming; Ma, Hongguang; Wang, Liping; Xu, Zhihong; Zhang, Yapeng; Wang, Yi; Liu, Peipei; Hao, Jiejie; (142 pag.)CN106146475; (2016); A;,
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