Introduction of a new synthetic route about 888721-65-1

At the same time, in my other blogs, there are other synthetic methods of this type of compound,888721-65-1, 1-(4-Fluorophenyl)-6-methyl-2-oxo-1,2-dihydropyridine-3-carboxylic acid, and friends who are interested can also refer to it.

Synthetic Route of 888721-65-1, Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps,and cheap raw materials. 888721-65-1, name is 1-(4-Fluorophenyl)-6-methyl-2-oxo-1,2-dihydropyridine-3-carboxylic acid. A new synthetic method of this compound is introduced below.

To a solution of 1- (4-fluorophenyl) -6-methyl-2-oxo-l, 2- dihydropyridine-3-carboxylic acid (56.7 mg, 0.229 mmol) and N- [ 6- (4-amino-2-fluorophenoxy) -3-methylimidazo [1, 2-a] pyridin-2- yl] cyclopropanecarboxamide (60 mg, 0.176 mmol) in N, N- dimethylformamide (1 mL) were added N, N-diisopropylethylamine (61 muL, 0.352 mmol) and HATU (87 mg, 0.229 mmol), and the mixture was stirred at room temperature for 17 hr. Ethyl acetate and saturated aqueous sodium hydrogen carbonate solution were added to the reaction mixture, and the mixture was extracted 3 times with ethyl acetate. The organic layer was washed with saturated brine, dried over anhydrous magnesium sulfate and filtered, and the solvent was evaporated under reduced pressure. The obtained residue was purified by silica gel column chromatography (ethyl acetate alone) to give a yellow oil. The obtained oil was dissolved in ethyl acetate (1 mL) and left standing at room temperature for 17 hr. The precipitated solid was collected by filtration, washed with diethyl ether and collected by filtration to give the title compound (76 mg, 75%) as a white solid.1H-NMR (DMSOd6, 300 MHz) delta 0.78 (4H, m) , 1.74 – 1.91 (IH, m) , 2.07 (3H, s), 2.26 (3H, s) , 6.61 – 6.79 (IH, m) , 7.01 – 7.15 (2H, m) , 7.28 – 7.37 (IH, m) , 7.38 – 7.54 (5H, m) , 7.97 (IH, dd, J = 13.2, 2.5 Hz), 8.19 (IH, d, J = 1.9 Hz), 8.48 (1 H, d, J = 7.6 Hz), 10.21 (IH, br s) , 11.97 (IH, s) .

At the same time, in my other blogs, there are other synthetic methods of this type of compound,888721-65-1, 1-(4-Fluorophenyl)-6-methyl-2-oxo-1,2-dihydropyridine-3-carboxylic acid, and friends who are interested can also refer to it.

Reference:
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; WO2009/136663; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem