Electric Literature of 1597-32-6, Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps,and cheap raw materials. 1597-32-6, name is 2-Amino-6-fluoropyridine. A new synthetic method of this compound is introduced below.
To a solution of 4-cyanothiazole-2-carboxylic acid 15(30.0mg, 0.19 mmol) and N-methylmorpholine(60.0 muL, 0.53 mmol) in THF (5.0 mL) at -78C, isobutyl chloroformate (28.0 muL, 0.21 mmol) was added. The mixture was stirred at -5 C for 1 hour and a solution of2-amino-6-fluoropyridine (92.0 mg, 0.82 mmol) in THF (2.0 mL) was added. The mixture was stirred at room temperature overnight. The subsequent solution wasconcentrated under reduced pressure, extracted with H2O/ethylacetate and washed with HCl 1M. The combined organic layer was dried over Na2SO4, concentrated under reduced pressure and purified by column chromatography on silica gel using (hexane/ ethyl acetate = 3:1,) to afford N-(6-fluropyridin-2-yl)-4-cyanothiazole-2-carboxamide 6ce (20.0 mg, 41%) as pale yellow solid: 1H-NMR (400 MHz, CDCl3) delta 9.44 (s, 1H), 8.28 (s, 1H), 8.16-8.13 (dd, J = 7.80, J= 1.76, 1H), 7.91-7.85 (dd, J = 8.00, J = 16.0, 1H), 6.79-6.76 (dd, J= 8.00, J = 2.35, 1H). 13C-NMR(100 MHz, CDCl3) delta 164.5, 163.3, 160.9, 156.0,148.2, 148.1, 143. 6, 143.5, 135.8, 127.8, 112.8, 110.8, 110.77, 106.0, 105.7.LC/MS (ESI-) 246.9 (M-H)+.
At the same time, in my other blogs, there are other synthetic methods of this type of compound,1597-32-6, 2-Amino-6-fluoropyridine, and friends who are interested can also refer to it.
Reference:
Article; Vu, Hoang Nam; Kim, Ji Young; Hassan, Ahmed H.E.; Choi, Kihang; Park, Jong-Hyun; Park, Ki Duk; Lee, Jae Kyun; Pae, Ae Nim; Choo, Hyunah; Min, Sun-Joon; Cho, Yong Seo; Bioorganic and Medicinal Chemistry Letters; vol. 26; 1; (2016); p. 140 – 144;,
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