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.
Synthetic process of 6-(trifluoromethyl)pyridine-3-carboxaldehyde
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Paragraph 0011;, (2016/11/21)
The invention discloses a synthetic process of 6-(trifluoromethyl)pyridine-3-carboxaldehyde. The synthetic process comprises the following steps: under the protection of nitrogen, adding 1 eq of 2-trifluoromethyl-5-bromopyridine (calculated as the stoichiometric ratio) into a reaction vessel, dissolving with an organic solvent, controlling the temperature to be minus 20-10 DEG C, adding 1.0-5.0 eq of a stabilizer, dropwise adding 1.0-2.0 eq of a butyl lithium n-hexane solution while fully stirring, further adding 1.5-3.0 eq of dimethyl formamide, rising the temperature naturally, stirring overnight, and purifying the crude product by recrystallization. The synthetic process has the following positive effects: the activity of butyl lithium is partially reduced by adopting the stabilizer introducing method, the stability of the reaction at the intermediate state is improved, side reaction due to higher reaction temperature is inhibited, the reaction with dimethyl formamide is ensured, the yield is improved, problems in the prior art of high energy consumption and non-industrialization due to ultra-low temperature conditions are avoided at the same time, so that continuous production on general equipment can be achieved, the product quality is stable and reliable, and the purity can reach 98% or above.
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.