Application of 67815-54-7 ,Some common heterocyclic compound, 67815-54-7, molecular formula is C5H2F3N, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route.
INTERMEDIATE 27 3 ,5 -Difluoro-4-(3 -iodo- 1 H-pyrazol- 1 -vDpyridine To a solution of 3-iodopyrazole (0.70 g, 3.61 mmol), in DMSO (15.1 mL) was added sodium hydride (60% in oil, 0.159 g, 3.97 mmol) and stirred for 0.5 h before 3,4,5- trifluoropyridine (0.48 g, 3.61 mmol) was added. The reaction mixture was stirred at 90 C for 3 h. This was quenched by the addition of water and extracted with EtOAc. The combined organic extracts were washed with water and brine, dried over MgS04 and concentrated in vacuo. The crude mixture was purified by flash chromatography (ISCO Combiflash, 40 g, 0-30 % EtOAc in hexanes) to give 3,5-difluoro-4-(3-iodo- lH-pyrazol-l-yl)pyridine, as a white solid. LCMS calc. = 307.94; found = 307.92 (M+H)+. 1H NMR (500 MHz, CDC13): delta 8.53 (s, 2 H); 7.65 (dd, J= 3.9, 2.3 Hz, 1 H); 6.72 (d, J= 2.5 Hz, 1 H).
In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles. 67815-54-7, 3,4,5-Trifluoropyridine, other downstream synthetic routes, hurry up and to see.
Reference:
Patent; MERCK SHARP & DOHME CORP.; MOCHIDA PHARMACEUTICAL CO., LTD.; SMITH, Cameron, James; TAN, John, Qiang; ZHANG, Ting; BALKOVEC, James; GREENLEE, William, John; GUO, Liangqin; XU, Jiayi; CHEN, Yi-heng; CHEN, Yili; CHACKALAMANNIL, Samuel; HIRABAYASHI, Tomokazu; NAGASUE, Hiroshi; OGAWA, Kouki; WO2014/120346; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem