As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 6515-09-9, name is 2,3,6-Trichloropyridine, molecular formula is C5H2Cl3N, The compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below. Safety of 2,3,6-Trichloropyridine
General procedure: For the 5-subsititution was H, F or Cl, the procedure was as follows: A mixture of compound 7 (0.79 g, 5.25 mmol), 5-substituted-2,4-dichloropyrimidine (5 mmol) and DIPEA (1.05 mL,6 mmol) in i-PrOH was heated under reflux for 6 h.Water (100 mL)was added and the solid was filtered off, washed with water and driedto obtain compounds 10a-10c. For the 5-subsititution was methyl or methoxy, the procedure was as follows: To a mixture of compound 7 (1.26 g, 8.4 mmol) and5-substituted-2,4-dichloropyrimidine (8 mmol) was added NaH (60%, 0.38 g, 9.6 mmol) in DMF (6 mL) under ice bath. Then the mixture was stirred for 24 h at room temperature.Water was added dropwise to stop the reaction. The reaction mixture was extracted withdichloromethane (20 mL x 3), and the combined organic layer waswashed with brine (15mL x 2), dried over anhydrous Na2SO4 and concentrated under vacuum to afford the crude product. The residue was purified by column chromatography to obtain compound 10d and 10e. 4.1.5.1. 2-((3,6-Dichloropyridin-2-yl)amino)benzamide (10a).Yield 80%. MP: 222-223 C.1H NMR (400 MHz, DMSO-d6) delta 12.27 (s,1H), 8.88 (d, J = 4.4 Hz, 1H), 8.55 (d, J = 8.0 Hz, 1H), 8.46 (s, 1H), 7.82(dd, J = 7.6, 0.8 Hz, 1H), 7.62-7.58 (m, 1H), 7.24-7.21 (m, 1H), 2.84(d, J = 4.8 Hz, 3H). 13C NMR (100 MHz, DMSO-d6) delta 168.70, 156.63,156.12, 155.25, 138.33, 131.84, 128.11, 123.06, 120.92, 120.77, 114.93,26.36.
With the rapid development of chemical substances, we look forward to future research findings about 6515-09-9.
Reference:
Article; Su, Yue; Li, Ridong; Ning, Xianling; Lin, Zhiqiang; Zhao, Xuyang; Zhou, Juntuo; Liu, Jia; Jin, Yan; Yin, Yuxin; European Journal of Medicinal Chemistry; vol. 177; (2019); p. 32 – 46;,
Pyridine – Wikipedia,
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