Adding a certain compound to certain chemical reactions, such as: 73455-13-7, 4,5-Dichloropicolinic acid, 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, Formula: C6H3Cl2NO2, blongs to pyridine-derivatives compound. Formula: C6H3Cl2NO2
A mixture of HATU (155 mg, 0.41 mmol), 4,5-dichloropicolinic acid (39 mg, 0.20 mmol) and (S)-2-(methoxymethyl)pyrrolidine (117 mg, 1.02 mmol) was stirred at 25C for 16h. The crude reaction mixture was directly purified by preparative HPLC (15 min gradient of 60:40 to 0:100 hhOMeOH (both modified with 0.1 % formic acid); flow rate 20 mLmin 1) affording the title compound (39 g, 66%) as a colourless oil that existed as a mixture of rotamers. Rotamer . 1 H NMR (500 MHz, Methanol-d4) d 8.71 (s, 1 H), 7.96 (s, 1 H), 4.44- 4.38 (m, 1 H), 3.82-3.75 (m, 1 H), 3.68-3.64 (m, 2 H), 3.40 (s, 3 H), 2.14-1.96 (m, 5 H). Rotamer B : 1 H NMR (500 MHz, Methanol-d4) d 8.69 (s, 1 H), 7.95 (s, 1 H), 4.85-4.78 (m, 1 H), 3.75-3.69 (m, 1 H), 3.63-3.58 (m, 2 H), 3.17 (s, 3 H), 2.14-1.96 (m, 4 H), 1.94-1.80 (m, 1 H). LCMS (Method T2) Rt = 1.39 min; m/z 289.1 [M+H]+.
At the same time, in my other blogs, there are other synthetic methods of this type of compound,73455-13-7, 4,5-Dichloropicolinic acid, and friends who are interested can also refer to it.
Reference:
Patent; CANCER RESEARCH TECHNOLOGY LIMITED; THE INSTITUTE OF CANCER RESEARCH: ROYAL CANCER HOSPITAL; BELLENIE, Benjamin Richard; CHEUNG, Kwai Ming Jack; DAVIS, Owen Alexander; HOELDER, Swen; HUCKVALE, Rosemary; COLLIE, Gavin; MENICONI, Mirco; BRENNAN, Alfie; LLOYD, Matthew Garth; (222 pag.)WO2019/197842; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem