386704-12-7Relevant articles and documents
Microwave synthesis method of 6-trifluoromethylpyridylaldehyde
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Paragraph 0033-0038; 0043-0048, (2021/01/20)
The invention relates to a microwave synthesis method of 6-trifluoromethylpyridylaldehyde. According to the method, a reaction is performed in a reaction tank by using a microwave irradiation technique; 1 eq of 6-trifluoromethylpyridinemethanol is added, a solvent is added to dissolve 6-trifluoromethylpyridinemethanol, 0.01-0.1 eq of a catalyst and 1-1.5 eq of an oxidant are added, microwave powerand temperature are set to react after feeding is finished, after the reaction is finished, rotary evaporation and concentration is performed on the reaction solution to obtain a solid product, and finally the solid product is separated and purified to obtain the 6-trifluoromethylpyridylaldehyde. Compared with the prior art, the method provided by the invention has the advantages of short reaction time, mild conditions, few side reactions and high yield, simplifies the production process, reduces the production cost and cycle, is easy to realize the popularization of industrial production, and is especially suitable for large-scale production of an intermediate 6-trifluoromethyl nicotinaldehyde of a colony stimulating factor 1 receptor (CSF-1R) inhibitor.
Trifluoromethylation of (hetero)aryl iodides and bromides with copper(i) chlorodifluoroacetate complexes
Lin, Xiaoxi,Li, Zhengyu,Han, Xiaoyan,Weng, Zhiqiang
, p. 75465 - 75469 (2016/08/24)
A new copper-mediated trifluoromethylation reaction using copper(i) chlorodifluoroacetate complexes as reagents is reported. The complex [L2Cu][O2CCF2Cl] (L = bpy, dmbpy, phen) reacted with (hetero)aryl iodides and bromides in the presence of CsF in DMF at 75 °C to afford the trifluoromethylarenes in good to excellent yields. High compatibility with various chemical functions or (hetero)cycles was also observed in the reaction. A reaction mechanism involving a difluorocarbene intermediate, along with a subsequent formation of a -CF3 anion was proposed.
Process for synthesizing 6-(trifluoromethyl)pyridine-3-carboxaldehyde
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Paragraph 0011, (2017/01/26)
The invention discloses a process for synthesizing 6-(trifluoromethyl)pyridine-3-carboxaldehyde. The process is characterized by comprising the following steps: under the protection of nitrogen, adding 2 eq of 5-bromo-2-(trifluoromethyl)pyridine in a stoichiometric ratio into a reaction container, dissolving with an organic solvent, controlling the temperature to be -20 DEG C to 10 DEG C, adding 1.0 to 3.0 eq of a stabilizer, dripping 1.0 to 3.0 eq of a butyllithium n-hexane solution with full stirring, then adding 1.5 to 3.0 eq of dimethylformamide, naturally heating up, stirring overnight, and recrystallizing and purifying a crude product. The process has the beneficial effects that by adopting a method of introducing the stabilizer, the activity of butyllithium is partially reduced, the stability of a reaction intermediate state is improved, happening of side reactions at higher reaction temperatures is inhibited, the reaction with the dimethylformamide is ensured, and the yield is improved; meanwhile, the problems of high energy consumption and no suitability for industrialization brought by ultralow temperatures in the prior art are avoided; and the product can be continuously produced on general equipment, the product quality is stable and reliable, and the purity reaches 98% or more.
