Electric Literature of 1060808-94-7, 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. 1060808-94-7, name is 6-Amino-4-chloronicotinic acid. A new synthetic method of this compound is introduced below.
1-Ethyl-3-(3-dimethylaminopropyl)carbodiimide methyl iodide (0.175 g, 0.630 mmol) and 1-hydroxybenzotriazole monohydrate (0.097 g, 0.630 mmol) were added to a stirred solution of compound 32 (0.072 g, 0.420 mmol) in DMF (2 mL) at room temperature. After 15 min, m-toluidine (77 muL, 0.714 mmol) was added and the reaction mixture stirred at room temperature for 18 h. The reaction mixture was poured onto water (5 mL) and extracted with EtOAc (2 × 10 mL). The combined extracts were washed successively with saturated sodium bicarbonate solution (10 mL), water (3 × 10 mL), and brine (10 mL), dried (MgSO4) and concentrated to give the crude 3-carboxamido-4-anilino intermediate as a brown gum. This was taken up in 1,4-dioxane (2 mL), treated with ethyl isocyanate (23 muL, 0.300 mmol) and heated to 80 C for 18 h. The reaction mixture was cooled to room temperature, diluted with EtOAc (5 mL) and reduced in vacuo directly onto SiO2. Column chromatography (SiO2), eluting with 2:1 Petrol-EtOAc to neat EtOAc, afforded the title compound (0.029 g, 0.072 mmol, 17%).
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1060808-94-7, its application will become more common.
Reference:
Article; Yule, Ian A.; Czaplewski, Lloyd G.; Pommier, Stephanie; Davies, David T.; Narramore, Sarah K.; Fishwick, Colin W.G.; European Journal of Medicinal Chemistry; vol. 86; (2014); p. 31 – 38;,
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