Electric Literature of 53234-55-2, 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. 53234-55-2, name is 5-Cyanopicolinic acid, molecular formula is C7H4N2O2, 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.
To a solution of 5-cyanopicolinic acid (1 g, 6.75 mmol) in dry THF (10 mL) at -15C was added Et3N (0.68 g, 6.75 mmol), ethyl chloro formate (0.73 g, 6.75 mmol),and the mixture was stirred for 16 hours at -15C. Ether (15 mL), TMSCHN2 (1.54 g, 13.5 mmol) was added, and the mixture was stirred overnight while returning to room temperature. After completion, the reaction mixture was diluted with EtOAc (75 mL), washed with water (50 mL), brine (40 mL), dried over anhydrous Na2SO4, filtered andevaporated. The diazaketone was dissolved in dioxane:H20 (1:1) (10 mL), added AgCOOPh (cat), and the mixture was stirred at 100C for 16 hours. After completion, the reaction mixture was diluted with EtOAc (50 mL), acidified using iN HC1 and extracted using EtOAc (2 x 50 mL). The combined organic extracts were washed with water (50 mL), brine (50 mL), dried over anhydrous Na2SO4, filtered and evaporated. The crude compound was purified by triturating with ether (10 mL) and pentane (50mL) to afford 2-(5-cyanopyridin-2-yl) acetic acid (350 mg, 32 %) as yellow solid.
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Reference:
Patent; NUEVOLUTION A/S; SCHROeDER GLAD, Sanne; GROeN NOeRAGER, Niels; SARVARY, Ian; HAAHR GOULIAEV, Alex; TEUBER, Lene; STASI, Luigi, Piero; (244 pag.)WO2016/20288; (2016); A1;,
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