Sources of common compounds: Pyrazolo[1,5-a]pyridine-2-carboxylic acid

According to the analysis of related databases, 63237-88-7, the application of this compound in the production field has become more and more popular.

Reference of 63237-88-7, Adding some certain compound to certain chemical reactions, such as: 63237-88-7, name is Pyrazolo[1,5-a]pyridine-2-carboxylic acid,molecular formula is C8H6N2O2, 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 63237-88-7.

To a solution of pyrazolo[1,5-a]pyridine-2-carboxylic acid (2.40 mg, 14.8 mumol) and 8 (6.00 mg, 14.8 mumol) in anhydrous DMF (1 mL) was added DIPEA (5.00 muL, 29.6 mumol) and HATU (5.90 mg, 15.5 mumol). 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 preparative HPLC (acetonitrile in 0.1% aqueous HCOOH, 5% to 95%) to give 3 (2.25 mg, 28%) as a colorless solid. 1H NMR (600 MHz, CDCl3) delta 8.38-8.34 (m, 1H), 7.61-7.57 (m, 1H), 7.31 (br t, J = 5.2 Hz, 1H), 7.16 (ddd, J = 8.9, 6.7, 1.0 Hz, 1H), 7.07 (d, J = 0.6 Hz, 1H), 6.87 (td, J = 6.9, 1.3 Hz, 1H), 6.60 (s, 1H), 3.75 (br s, 4H), 3.55 (app q, J = 6.6 Hz, 2H), 2.55 (br s, 4H), 2.48 (br s, 2H), 1.77-1.61 (m, 4H), 1.36 (s, 9H); 13C NMR (150 MHz, CDCl3) delta 177.7, 162.2, 154.9 (q, JCF = 33.7 Hz), 148.0, 141.4, 128.3, 123.7, 121.3 (q, JCF = 275 Hz), 119.3, 113.6, 98.0, 95.6 (q, JCF = 3.4 Hz), 57.9, 52.7, 43.8, 39.5, 39.1, 29.7, 29.4, 27.6, 24.2; ESI-MS m/z 504.3 [M+H]+; HRMS-ESI (m/z): [M+H]+: calcd. for C25H33F3N7O: 504.2693, found: 504.2688; HPLC: System 1: tR = 16.3 min, purity 99%, System 2: tR = 16.2 min, purity 99%.

According to the analysis of related databases, 63237-88-7, the application of this compound in the production field has become more and more popular.

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;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem