With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.561297-96-9, name is 2-(Aminomethyl)-5-fluoropyridine, molecular formula is C6H7FN2, molecular weight is 126.1316, as common compound, the synthetic route is as follows.category: pyridine-derivatives
To a solution of 6-(2-(4-fluorophenyl)-3-(methylcarbamoyl)-6-( -methylmethyl sulfonamido)benzofuran-5-yl)-3-methoxypicolinic acid (50 mg, 0.09 mmol), (5-fluoropyridin-2- yl)methanamine (200 mg, 1.58 mmol) and Et3N (0.2 mL) in THF (50 mL) was added T3P (0.05 mL) dropwise at 0C and the mixture was stirred for 3 h. After being diluted with water and extracted with EtOAc, the combined organic phases were washed with brine, dried over Na2S04, filtered and evaporated. The residue was purified by prep-TLC (PE : EtOAc = 1 : 2) to give the pure product of 6-(2-(4-fluorophenyl)-3-(methylcarbamoyl)-6-( – methylmethylsulfonamido)benzofuran-5-yl)-N-((5-fluoropyridin-2-yl)methyl)-3- methoxypicolinamide (20 mg, yield: 30%). XH-NMR (CDC13, 400 MHz) delta 8.60 (t, J= 4.8 Hz, 1H), 8.36 (d, J= 2.4 Hz, 1H), 7.99 (s, 1H), 7.92-7.95 (m, 2H), 7.73 (d, J= 8.4 Hz, 1H), 7.58 (s, 1H), 7.48 (d, J= 8.8 Hz, 1H), 7.24-7.42 (m, 2H), 7.17-7.22 (m, 2H), 5.91 (d, J= 3.6 Hz, 1H), 4.73 (d, J= 5.6 Hz, 2H), 4.01 (s, 3H), 3.18 (s, 3H), 2.97 (d, J= 4.8 Hz, 3H), 2.78 (s, 3H). MS (M+H)+: 636.
At the same time, in my other blogs, there are other synthetic methods of this type of compound,561297-96-9, 2-(Aminomethyl)-5-fluoropyridine, and friends who are interested can also refer to it.
Reference:
Patent; MERCK SHARP & DOHME CORP.; DAI, Xing; LIU, Hong; PALANI, Anandan; HE, Shuwen; NARGUND, Ravi; XIAO, Dong; ZORN, Nicolas; DANG, Qun; MCCOMAS, Casey, C.; PENG, Xuanjia; LI, Peng; SOLL, Richard; WO2014/209727; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem