Synthetic Route of 107504-08-5, 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. 107504-08-5, name is 5-Fluoro-2-picolinic acid. A new synthetic method of this compound is introduced below.
Example B13Preparation of compound 24: (7?)-5-fluoro-pyridine-2-carboxylic acid [3-(4-amino-2- cyano-6-methyl-6,7-dihydro-pyrazolo[l,5-a]pyrazin-6-yl)-4-fluoro-phenyl]-amideN. F 5-Fluoro-2-pyridinecarboxylic acid (87.4 mg, 0.619 mmol) was added to a mixture of 4-(4,6-dimethoxy-l,3,5-triazin-2-yl)-4-methylmorpholinium chloride (171.3 mg, 0.619 mmol) in MeOH (3 mL). The mixture was stirred at room temperature for 30 min, then it was cooled to 0 C and a solution of intermediate A63 (160 mg,0.563 mmol) in MeOH (3 mL) was added. The mixture was warmed to roomtemperature and stirred for 20 hour, then treated with a saturated solution of Na2C03 and stirred for few min. The mixture was then extracted with DCM. The organic layer was separated, dried (MgS04), filtered and the solvents evaporated in vacuo. The crude product was purified by flash column chromatography (silica gel; MeOH/DCM). The desired fractions were collected and the solvents evaporated in vacuo, to afford an oil that was triturated with DIPE. The resulting solid was filtered and dried to givecompound 24 (95 mg, 41% yield) as a solid. 1H NMR (400 MHz, CDC13) delta ppm 1.58 (br. s, 3 H) 4.46 (br. d, J=13.4 Hz, 1 H) 4.66 (d, J=13.4 Hz, 1 H) 4.90 (br. s., 2 H) 6.81 (s, 1 H) 7.10 (dd, J=11.8, 8.8 Hz, 1 H) 7.60 (td, J=8.3, 2.8 Hz, 1 H) 7.78 – 7.86 (m, 1 H) 7.96 (dd, J=7.1, 2.7 Hz, 1 H) 8.32 (dd, J=8.7, 4.5 Hz, 1 H) 8.45 (d, J=2.8 Hz, 1 H) 9.80 (br. s, 1 H).
At the same time, in my other blogs, there are other synthetic methods of this type of compound,107504-08-5, 5-Fluoro-2-picolinic acid, and friends who are interested can also refer to it.
Reference:
Patent; JANSSEN PHARMACEUTICA NV; TRABANCO-SUAREZ, Andres, Avelino; GIJSEN, Henricus, Jacobus, Maria; VAN GOOL, Michiel, Luc, Maria; VEGA RAMIRO, Juan, Antonio; DELGADO-JIMENEZ, Francisca; WO2012/117027; (2012); A1;,
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