- Preparation method of 2-hydroxy-6-trifluoromethylpyridine
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The invention provides a preparation method of 2-hydroxy-6-trifluoromethylpyridine. The method comprises the following steps of: carrying out Grignard reaction on trifluorohalomethane and magnesium powder to prepare a Grignard reagent; reacting the obtained Grignard reagent with 1, 5-glutaric acid diester, and then acidifying to obtain 4-trifluoroacetyl butyrate; then, carrying out cyclization reaction on the 4-trifluoroacetyl butyrate and ammonia to obtain 6-trifluoromethyl-3, 4-dihydropyridine-2-ketone; and then carrying out an oxidation reaction to obtain the 2-hydroxy-6-trifluoromethylpyridine. The raw materials used in the method are cheap, easy to obtain and low in cost; the steps are simple, and the target product can be prepared by only two steps; the operation is simple and easy for industrial operation; reaction conditions are mild and easy to realize; less wastewater is generated, and the method is green, safe and environment-friendly; and the related raw materials and intermediate products are stable, the reaction selectivity is high, byproducts are few, the yield and purity of the target product are high, and the method is suitable for industrial production.
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- Discovery and characterization of a novel perylenephotoreductant for the activation of aryl halides
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To develop a photocatalyst with catalytical activity for substrates with low reactivities is always highly desired. Herein, based on the principle of structure–property relationships, we rationally designed the natural product cercosporin, the naturally occurring perylenequinonoid pigment, to develop a novel organic perylenephotoreductant, hexacetyl reduced cercosporin (HARCP), through structural manipulation. Compared with cercosporin, HARCP shows prominent electrochemical and photophysical characteristics with greatly improved photoreductive activity, fluorescence lifetime and fluorescence quantum yield. These properties allowed HARCP as a powerful photoreductant to efficiently realize a series of benchmark reactions, including photoreduction, alkoxylation and hydroxylation to construct C–H and C–O bonds using aryl halides as substrates under mild conditions, all of which have never been achieved by the same photocatalyst. Thus, this study well supports the notion that the principle between structural manipulation and photocatalytic activity is of great significance to design customized photocatalysts for photoredox chemistry.
- Guo, Baodang,Huang, Shuping,Li, Jia,Li, Min,Liu, Xuanzhong,Rao, Yijian,Wu, Yawen,Yin, Huimin,Yuan, Zhenbo,Zhang, Yan
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p. 111 - 120
(2021/06/16)
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- Deoxofluorination of (Hetero)aromatic Acids
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Diverse trifluoromethyl-substituted compounds were synthesized by deoxofluorination of cinnamic and (hetero)aromatic carboxylic acids with sulfur tetrafluoride. The obtained products were used as starting materials in the preparation of novel fluorinated amino acids, anilines, and aliphatic amines - valuable building blocks for medicinal chemistry and agrochemistry.
- Alekseenko, Anatoliy N.,Bugera, Maksym Ya.,Gerus, Igor I.,Kiriakov, Oleksandr,Klipkov, Anton A.,Mykhailiuk, Pavel K.,Pustovit, Yurii,Razhyk, Bohdan,Semenov, Sergey,Starova, Viktoriia S.,Tananaiko, Oksana Yu.,Tarasenko, Karen,Tolmachev, Andrei A.,Trofymchuk, Serhii,Zaporozhets, Olga A.
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p. 3110 - 3124
(2020/03/23)
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- Preparation method of picoxystrobin
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The invention provides a preparation method of picoxystrobin. The preparation method includes the following steps: reacting an alkali metal salt of 2-hydroxy-6-trifluoromethylpyridine with (E)-3-methoxy-2-(2-halomethylphenyl)-2-methyl acrylate in a solvent to obtain the picoxystrobin, wherein the alkali metal salt of the 2-hydroxy-6-trifluoromethylpyridine is prepared by a hydrolysis reaction of 2-halo-6-trifluoromethylpyridine and alkali metal hydroxide. The preparation method provided by the invention saves the use of an acid binding agent in a condensation step and avoids tedious steps suchas acidification and drying in the hydrolysis reaction. After two steps of separation, the total yield is over 82%, and the product content is 97%-98%. A by-product is only a single inorganic salt, which reduces the equipment cost of solvent recovery and saves the use of acid and alkali, thereby reducing the material cost. The preparation method is suitable for industrial production and can generate high economic benefit.
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Paragraph 0081-0082
(2019/11/29)
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- IMIDAZO [1,5-A] PYRAZINE DERIVATIVES AS PI3Kdelta INHIBITORS
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Disclosed is a compound of Formula (I), or a stereoisomer thereof, or a pharmaceutically acceptable salt thereof, and pharmaceutical compositions comprising thereof. Also disclosed is a method of treating PI3Kδ related disorders or diseases by using the c
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Paragraph 0374; 0375
(2018/06/30)
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- Method for preparing 2-hydroxy-6-trifluoromethyl pyridine
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The invention relates to the technical field of chemical synthesis, and particularly discloses a method for preparing 2-hydroxy-6-trifluoromethyl pyridine. The method for preparing the 2-hydroxy-6-trifluoromethyl pyridine is characterized in that 2-chloro-6-trifluoromethyl pyridine as a raw material is mixed with a potassium hydroxide water solution for sealed reaction; after the reaction is completed, a hydrochloric acid solution is added dropwise to the reaction material for neutralization, and a product is obtained by centrifugation, washing with water, secondary centrifugation, and drying.The raw material is simple and easy to obtain, no organic solvent is added in the reaction process, the process is simple, the production cost is low, the product yield is high, and the method is suitable for wide promotion and application.
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Paragraph 0017
(2018/03/23)
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- Method for preparing 2-hydroxy-6-(trifluoromethyl) pyridine
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The invention relates to a method for preparing 2-hydroxy-6-(trifluoromethyl) pyridine. The method comprises the following steps: (1) adding 2-amino-6-(trifluoromethyl) pyridine into concentrated hydrochloric acid, dropwise adding a sodium nitrite solution after the heating reaction is ended so as to obtain a diazonium salt solution; (2) adding cuprous chloride solids into the hydrochloric acid solution, heating, dropwise adding the above diazonium salt solution, maintaining the temperature for reacting, regulating the pH value of the reaction solution after the reaction is ended, extracting the organic layer, and removing ethyl acetate in the organic layer solution so as to obtain solids; (3) adding potassium hydroxide and the solids prepared in the step (2) into tert-butyl alcohol, raising the temperature for reacting, removing the tert-butyl alcohol after the reaction is ended, adding ethyl acetate and water and stirring, regulating the pH value, and taking the organic layer so as to obtain a crude product; and (4) recrystallizing the crude product prepared in the step (3) with ethyl acetate and petroleum ether, thereby obtaining the finished product. The method disclosed by the invention has the advantages of mild reaction conditions, low equipment requirement and high yield.
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Paragraph 0014
(2017/07/20)
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- Chemical process
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A process for the preparation of 2-hydroxy-6-trifluoromethylpyridine which comprises reacting 2-fluoro-6-trifluomethylpyridine or a mixture of 2-fluoro-6-trifluoromethylpyridine and 2-chloro-6-trifluoromethylpyridine with an alkali metal hydroxide at a temperature of from 50 DEG C. to 160 DEG C. and acidifying the product so formed.
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- Chemical process
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2-Hydroxy-6-trifluoromethylpyridine is prepared by reacting 2-chloro-6-trifluoromethylpyridine with an aqueous alkali metal hydroxide in a sealed vessel at a temperature of at least 140° C. under autogenous pressure.
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