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. 63237-88-7, name is Pyrazolo[1,5-a]pyridine-2-carboxylic acid. A new synthetic method of this compound is introduced below., Product Details of 63237-88-7
Compound 5 was reported previously.30 For this study, 5 wasre synthesized using a modified synthesis as follows: To a solution of pyrazolo[1,5-a]pyridine-2-carboxylic acid (150 mg, 0.93 mmol)and 4 (230 mg, 0.93 mmol) in anhydrous DMF (5 mL) was added DIPEA (0.33 mL, 1.86 mmol) and HATU (372 mg, 0.98 mmol). After stirring the reaction mixture at room temperature for 16 h the solvent was removed under reduced pressure. The crude mixture was suspended in aqueous 5% NaHCO3 solution and extracted with ethyl acetate (3). The combined organic phases were washed with water and brine and were dried (MgSO4). After removal of solvents under reduced pressure the crude material was purified by flash chromatography (CH2Cl2/MeOH/NH3 aq., 20:1:0.01) to give5 (314 mg, 86%) as a colorless solid. 1H NMR (600 MHz, CDCl3) d8.38-8.34 (m, 1H), 7.61-7.51 (m, 1H), 7.29 (br s, J = 5.2 Hz, 1H),7.18-7.12 (m, 2H), 7.09-7.04 (m, 2H), 6.94 (dd, J = 8.0, 1.4 Hz,1H), 6.88-6.81 (m, 2H), 3.58-3.50 (m, 2H), 2.98-2.87 (m, 4H),2.63 (br s, 4H), 2.51-2.45 (m, 2H), 1.76-1.63 (m, 4H); 13C NMR(150 MHz, CDCl3) d 162.2, 151.5, 148.1, 141.4, 139.0, 128.4,126.4, 123.7, 121.5, 120.0, 119.3, 114.0, 113.6, 98.0, 58.1, 53.9,52.6, 39.1, 27.6, 24.4; ESI-MS m/z 394.2 [M+H]+.
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Reference:
Article; Stoessel, Anne; Brox, Regine; Purkayastha, Nirupam; Huebner, Harald; Hocke, Carsten; Prante, Olaf; Gmeiner, Peter; Bioorganic and Medicinal Chemistry; vol. 25; 13; (2017); p. 3491 – 3499;,
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