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. 139585-48-1, name is 2-Chloro-5-methoxypyridine, molecular formula is C6H6ClNO, 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. HPLC of Formula: C6H6ClNO
A suspension of 2-(5-chloro-2,4-dimethoxyphenyl)-7-(piperazin-l-yl)imidazo[l,2- a]pyridine 1 (100 mg, 0,27 mmol), 2-chloro-5-methoxypyridine (42 mg, 0.29 mmol), (±)BINAP (17 mg, 0.027 mmol) and t-BuOK (90 mg, 0.80 mmol) in 1 ,4-dioxane (20 mL) was degassed with argon for 15 min. The mixture was then charged with Pd(OAc)2 (9.0 mg, 0.013 mmol) and degassed with argon for another 5 min. The resulting reaction mixture was stirred at 100- 1 10 C for 16 h in a sealed tube. The reaction mixture was cooled, filtered through a pad of celite and evaporated to dryness. The residue obtained was purified by combi-flash companion (silica gel, CH3OH/CH2Cl2) to provide 2-(5-chloro-2,4-dimethoxyphenyl)-7-(4-(5-methoxypyridin-2-yl)piperazin-1-yl)imidazo[1,2-a]pyridine 303b (25 mg, 19%) as an off-white solid. 1H NMR (400 MHz, DMSO-t/,.). delta 8.33 id. 2.8 Hz, 1H), 8.35 (d, J =7.6 Hz, 1H), 8.18 (s, 1H), 8.03 (m, I I I ). 7.91 (d, J= 2.8 Hz, i l l). 7.30 (dd, J =9.2, 3.2 Hz, IH), 6.91 (d. ./ 9.2 Hz, IH), 6.87 (s, IH), 6.85 (d, ./ 2.4 Hz, IH), 6.27 (s, IH), 4.01 (s, 3H), 3.93 (s, 3H), 3.74 (s, 3H), 3.54-3.52 (m, 4H), 3.51 -3.32 (m, 4H); HPLC (Method 1) 92.8% (AUC), = 1 1.80 min,; ESI+APC1 MS m/z 480 [M + H]+
With the rapid development of chemical substances, we look forward to future research findings about 139585-48-1.
Reference:
Patent; ONCOTHERAPY SCIENCE, INC.; MATSUO, Yo; HISADA, Shoji; NAKAMURA, Yusuke; CHAKRABARTI, Anjan; RAWAT, Manish; RAI, Sanjay; SATYANARAYANA, Arvapalli, Venkata; DUAN, Zhiyong; TALUKDAR, Arindam; RAVULA, Srinivas; DECORNEZ, Helene; (491 pag.)WO2017/58503; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem