The major producers of chemicals have been the Europe, Japan and China. Due to the growing call for a cleaner, greener environment, people will have to find innovative ways to maintain their relevance. Here is a compound 107504-08-5, name is 5-Fluoro-2-picolinic acid. This compound has unique chemical properties. The synthetic route is as follows. category: pyridine-derivatives
Example B 11Preparation of compound 20: rac-5-fluoro-pyridine-2-carboxylic acid [3-(4-amino-6- difluoromethyl-6,7-dihydro-pyrazolo[l,5-a]pyrazin-6-yl)-4-fluoro-phenyl]-amide and compound 21: (S*)-5-fluoro-pyridine-2-carboxylic acid [3-(4-amino-6-difluoromethyl- 6,7-dihydro-pyrazolo[l,5-a]pyrazin-6-yl)-4-fluoro-phenyl]-amide and compound 22: (R*)-5-fluoro-pyridine-2-carboxylic acid [3-(4-amino-6-difluoromethyl-6,7-dihydro- pyrazolo[l,5-a]pyrazin-6-yl)-4-fluoro-phenyl]-amide5-Fluoro-2-pyridinecarboxylic acid (74.5 mg, 0.528 mmol) was added to a mixture of4-(4,6-dimethoxy-l,3,5-triazin-2-yl)-4-methylmorpholinium chloride (146 mg,0.528 mmol) in MeOH (3 mL). The mixture was stirred at room temperature for 5 min. Then the mixture was cooled to 0 C and a solution of intermediate A58 (130 mg, 0.44 mmol) in MeOH (2 mL) was added. The mixture was warmed to roomtemperature and stirred for 1 hour, then treated with a saturated solution of Na2C03 and H20 and 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; 7 M NH3 in MeOH/DCM). The desired fractions were collected and the solvents evaporated in vacuo. The resulting product was triturated with heptane, sonicated and filtered, to afford compound 17 (112 mg, 60% yield) as a white solid. This racemic compound was then further purified by preparative SFC on a Chiralpak AD-H column (5 muiotaeta, 250 x 20 mm), mobile phase [70% C02, 30% EtOH (+ 0.3% iPr H2)]. The desired fractions for each enantiomer were collected and concentrated in vacuo to yield compound 21 (41 mg, 22% yield), for which the 1H NMR was in agreement with the one of compound 22, and compound 22 (43 mg, 23% yield). 1H NMR (400 MHz, DMSO-i ) delta ppm 4.53 – 4.61 (m, 1 H), 4.74(br. d, J=13.4 Hz, 1 H), 6.26 (t, J=55.9 Hz, 1 H), 6.67 (d, J=1.8 Hz, 1 H), 6.93(br. s, 2 H), 7.20 (dd, J=12.0, 9.0 Hz, 1 H), 7.47 (d, J=1.8 Hz, 1 H), 7.79 (ddd, J=8.8, 3.9, 2.8 Hz, 1 H), 7.98 (td, J=8.7, 2.9 Hz, 1 H), 8.16 (dd, J=7.1, 2.7 Hz, 1 H), 8.21 (dd, J=8.8, 4.6 Hz, 1 H), 8.73 (d, J=2.8 Hz, 1 H), 10.62 (br. s, 1 H).
With the rapid development of chemical substances, we look forward to future research findings about 107504-08-5.
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;,
Pyridine – Wikipedia,
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