Application of 934279-60-4, Adding some certain compound to certain chemical reactions, such as: 934279-60-4, name is 2-Chloro-5-(trifluoromethyl)nicotinaldehyde,molecular formula is C7H3ClF3NO, 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 934279-60-4.
A mixture of 2-chloro-5-(trifluoromethyl)nicotinaldehyde (33.0 mg, 0.158 mmol), Example 26B (60 mg, 0.143 mmol) and zinc(II) chloride in a sodium acetate/acetic acid buffer in methanol (pH=4, 2 mL) was stirred at ambient temperature for 10 minutes. Sodium cyanoborohydride (23.53 mg, 0.374 mmol) was added and the mixture was stirred for 1 hour until complete as monitored by LC/MS. The solvent was removed and residue was dissolved in dichloromethane (10 mL) and washed with brine, dried over MgSO4, filtered, and concentrated. Purification via chromatography, eluting with ethyl acetate/methanol (10:1) in 377 heptane at a 0-40% gradient provided the intermediate 1184 (2S,3S,4S,5S)-ethyl 3-(tert-butyl)-1-(cyclohexanecarbonyl)-5-(4-fluorophenyl)-4-(((2-methoxy-5-(trifluoromethyl)pyridin-3-yl)methyl)amino)pyrrolidine-2-carboxylate, which was dissolved in methanol (1.5 mL) and 4 M aqueous LiOH (0.5 mL). The mixture was stirred at 50 C. for 3 hours and the pH was adjusted to 4-5 by adding 4 M HCl in dioxane. The resulting mixture was purified via HTP with the trifluoroacetic acid method to provide the title compound (2S,3S,4S,5S)-3-(tert-butyl)-1-(cyclohexanecarbonyl)-5-(4-fluorophenyl)-4-(((2-methoxy-5-(trifluoromethyl)pyridin-3-yl)methyl)amino)pyrrolidine-2-carboxylic acid as trifluoroacetic acid salt. (44 mg, 44.3% yield). 1H NMR (400 MHz, dimethyl sulfoxide-d6) delta ppm 8.32 (s, 1H), 7.62 (s, 2H), 7.56 (d, J=2.4 Hz, 1H), 7.08 (t, J=8.7 Hz, 2H), 5.23 (d, J=7.0 Hz, 1H), 4.47 (d, J=2.5 Hz, 1H), 3.83 (s, 3H), 3.58-3.47 (m, 4H), 2.34 (s, 1H), 2.22 (s, 1H), 1.70-1.04 (m, 10H), 0.97 (s, 9H); MS (ESI+) m/z 580.2 (M+H)+.
According to the analysis of related databases, 934279-60-4, the application of this compound in the production field has become more and more popular.
Reference:
Patent; AbbVie S.a.r.l.; Galapagos NV; Altenbach, Robert J.; Bogdan, Andrew; Couty, Sylvain; De Lemos, Elsa; Desroy, Nicolas; Duthion, Beranger; Gfesser, Gregory A.; Greszler, Stephen N.; Housseman, Christopher Gaetan; Koenig, John R.; Kym, Philip R.; Liu, Bo; Scanio, Marc J.; Searle, Xenia; Wang, Xueqing; Yeung, Ming C.; Zhao, Gang; (263 pag.)US2018/99931; (2018); A1;,
Pyridine – Wikipedia,
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