Some tips on 2-Chloro-6-(trifluoromethyl)nicotinaldehyde

At the same time, in my other blogs, there are other synthetic methods of this type of compound,944900-06-5, 2-Chloro-6-(trifluoromethyl)nicotinaldehyde, and friends who are interested can also refer to it.

Adding a certain compound to certain chemical reactions, such as: 944900-06-5, 2-Chloro-6-(trifluoromethyl)nicotinaldehyde, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound, SDS of cas: 944900-06-5, blongs to pyridine-derivatives compound. SDS of cas: 944900-06-5

General procedure: A mixture of 2-chloro-6-(trifluoromethyl)pyridine-3-carbaldehyde 13 (19.0 g, 90.8 mmol), Ti(OEt)4 (41.4 g. 182 mmol), and (S)-(-)-tert-butylsulfinamide (11.2 g. 92.6 mmol) in THF (200 mL) was stirred at reflux for 5 h. The cooled reaction mixture was concentrated, and dissolved in ethylacetate (500 mL). The resulting suspension was filtered through a Celite pad, and the filtrate was concentrated and purified by column chromatography (hexane/ EtOAc = 4 : 1) to provide the imine (28.9 g) as a light yellow solid. A mixture of the imine (28.9 g, 92.5 mmol), allyl bromide (55.9 g, 0.46 mmol), and indium (42.5 g, 0.37 mmol) was vigorously stirred in sat. NaBraq at room temperature overnight. After addition of sat. NaHCO3 aq (500 mL), the reaction mixture was extracted with ethylacetate (250 mL x 3). The organic layers were filtered through a Celite pad, and dried (Na2SO4), concentrated and purified by column chromatography (hexane/ EtOAc = 1 : 4 with 5 % of Et3N) to provide 17 as a white solid (26.0 g, 77 %).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,944900-06-5, 2-Chloro-6-(trifluoromethyl)nicotinaldehyde, and friends who are interested can also refer to it.

Reference:
Article; Matsufuji, Tetsuyoshi; Shimada, Kousei; Kobayashi, Shozo; Kawamura, Asuka; Fujimoto, Teppei; Arita, Tsuyoshi; Hara, Takashi; Konishi, Masahiro; Abe-Ohya, Rie; Izumi, Masanori; Sogawa, Yoshitaka; Nagai, Youko; Yoshida, Kazuhiro; Takahashi, Hisashi; Bioorganic and Medicinal Chemistry Letters; vol. 24; 3; (2014); p. 750 – 755;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem