Simple exploration of 2-(2-Chloropyridin-3-yl)acetic acid

According to the analysis of related databases, 61494-55-1, the application of this compound in the production field has become more and more popular.

Application of 61494-55-1, The major producers of chemicals have been the Europe, Japan and China. Due to the growing call for a cleaner, greener environment, people will have to find innovative ways to maintain their relevance. Here is a compound 61494-55-1, name is 2-(2-Chloropyridin-3-yl)acetic acid. This compound has unique chemical properties. The synthetic route is as follows.

INTERMEDIATE 52-[(2-Fluoro-4-iodophenyl)amino1thienor2,3-&]pyridine-3-carboxylic acidTo a stirred solution of diisopropylamine (35.3 mL, 250 mmol) in anhydrous THF (200 mL) cooled to -150C was added rc-butyllithium (100 mL, 2.5M in hexanes, 250 mmol) slowly such that an internal temperature of between -10 and 00C was maintained. The resultant mixture was stirred at room temperature for 15 minutes before being cooled to O0C. The solution of lithium diisopropylamide was added via cannula to a rapidly stirred suspension of (2-chloropyridin-3-yl)acetic acid (Intermediate 3; 21.4 g, 125 mmol) in anhydrous THF (400 mL) at 00C. The temperature of the reaction mixture was maintained at 00C over the course of the addition. Upon complete addition of the lithium diisopropylamide solution the resultant bright yellow suspension was stirred at 00C for 15 minutes. A solution of Intermediate 4 (34.9 g, 125 mmol) in anhydrous THF (200 mL) was then added to the reaction mixture via cannula and the mixture heated to 65 C for 18 hours. The reaction mixture was cooled and the volatiles removed in vacuo. The resultant brown gum was redissolved in THF (200 mL), cooled to O0C and 10% aqueous acetic acid (500 mL) added slowly. Acetonitrile (-200 mL) was added slowly until a brown solid developed; the solid was isolated by filtration and washed with successive portions of diethyl ether and acetonitrile to give the title compound as a yellow crystalline solid (11.0 g, 21%). ?H (DMSOd6) 8.42 (IH, d, J 6.7 Hz), 8.22 (IH, m), 7.73 (IH, m), 7.61 (IH, m), 7.46 (IH, t, J8.6 Hz), 7.35-7.31 (IH, m). Exchangeable protons were not observed. LCMS (pH 10) RT 1.82 minutes, ES+ 415 (M+H)+, ES” 413 (M-H)”.

According to the analysis of related databases, 61494-55-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; UCB PHARMA S.A.; WO2009/13462; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem