Adding a certain compound to certain chemical reactions, such as: 6980-08-1, 4-Chloro-3-nitropyridin-2-amine, 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, Computed Properties of C5H4ClN3O2, blongs to pyridine-derivatives compound. Computed Properties of C5H4ClN3O2
Dry DMSO (20 mL) was added to NaH (1.029 g of a 60% dispersion in mineral oil, 25.7 mmol) in a round bottom flask under argon. After 5 minutes, solid fert-butyl 2-fluoro-4- hydroxyphenylcarbamate (5.59 g, 24.6 mmol) was added in three portions, giving a dark solution, which, after 15 minutes of stirring at room temperature, was treated with 4-chloro-3-nitropyridin-2-amine (4.23 g, 24.4 mmol) at once. The dark red solution was heated to 0C for 1 hour and allowed to cool down to room temperature. EtOAc (150 mL) and H20 (200 mL) were subsequently added to the solution and the organic layer was isolated. The aqueous layer was extracted with EtOAc (3 x 100 mL) and the combined organic layers were washed once with saturated NaHC03 (150 mL), dried (MgS04), filtered, and concentrated to dryness to give a bright yellow solid. This material was used in the next step without further purification.Yield: 8.68 g (98%). 1H-NMR (DMSO-d6), delta (ppm), J (Hz): 1.46 (s, 9H, C(CH3)3), 6.08 (d, 1 H, PyrH), 7.01 (m, 1 H, ArH), 7.18 (br s, 2H, NH2), 7.22 (m, 1 H, ArH), 7.67 (m, 1 H, ArH), 8.04 (d, 1 H, PyrH), 9.03 (s, 1 H, NHBoc); 19F-NMR (DMSO-d6), delta (ppm): -120.7; LC-MS (4.72 min): m/z calcd. for C,6H17FN405 [M+H+]: 365.0; found:
At the same time, in my other blogs, there are other synthetic methods of this type of compound,6980-08-1, 4-Chloro-3-nitropyridin-2-amine, and friends who are interested can also refer to it.
Reference:
Patent; CANCER RESEARCH TECHNOLOGY LIMITED; INSTITUTE OF CANCER RESEARCH: ROYAL CANCER HOSPITAL (THE); SPRINGER, Caroline; NICULESCU-DUVAZ, Ion; MARAIS, Richard; NICULESCU-DUVAZ, Dan; ZAMBON, Alfonso; MENARD, Delphine; WO2011/92469; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem