Synthetic Route of 1093880-37-5, Adding some certain compound to certain chemical reactions, such as: 1093880-37-5, name is 6-Chloro-2-fluoronicotinaldehyde,molecular formula is C6H3ClFNO, 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 1093880-37-5.
Example 112A methyl 3 -(3 -(6-chloro-2-fluoropyridin-3 -yl)-3 -hydroxypropanoyl)benzoate A solution of methyl 3-acetylbenzoate (1 g, 5.61 mmol) in tetrahydrofuran (25 mL) was cooled to – 78 C, treated dropwise with 1 M lithium bis(trimethylsilyl)amide in tetrahydrofuran (7.30 ml, 7.30 mmol), stirred at – 78 C for 15 minutes, treated dropwise with a solution of 6- chloro-2-fluoronicotinaldehyde (0.895 g, 5.61 mmol) in tetrahydrofuran (10 mL), stirred at -78 C for 15 minutes, treated with saturated NH4C1 solution (30 mL) and the mixture was allowed to warm to near room temperature. The mixture was extracted with ethyl acetate (30 mL) and the layers were separated. The aqueous layer was extracted with ethyl acetate (20 mL). The combined organic layers were washed with brine, dried (MgS04), filtered, and concentrated. The residue was chromatographed on silica gel and eluted with a gradient of 20 % – 100 % ethyl acetate in heptanes to provide the title compound (1.35 g, 4.00 mmol, 71.2 % yield). 1H NMR (400 MHz, CDCl3) 5 ppm 8.56 (t, J = 1.8 Hz, 1H), 8.28 (dt, J= 7.7, 1.5 Hz, 1H), 8.15 (dt, J = 7.9, 1.6 Hz, 1H), 8.10 – 8.05 (m, 1H), 7.59 (t, J = 7.8 Hz, 1H), 7.30 (dd, J= 7.8, 1.0 Hz, 1H), 5.53 (dt, J= 9.4, 2.9 Hz, 1H), 3.96 (s, 3H), 3.89 (d, J= 3.9 Hz, 1H), 3.55 (dd, J= 18.0, 2.4 Hz, 1H), 3.29 (dd, J= 18.0, 9.3 Hz, 1H); MS (ESI) m/z 338 (M+H)+.
According to the analysis of related databases, 1093880-37-5, the application of this compound in the production field has become more and more popular.
Reference:
Patent; ABBVIE INC.; KYM, Philip, R.; WANG, Xueqing; SEARLE, Xenia, B.; LIU, Bo; YEUNG, Ming, C.; ALTENBACH, Robert, J.; VOIGHT, Eric; BOGDAN, Andrew; KOENIG, John, R.; (332 pag.)WO2016/69757; (2016); A1;,
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