According to the analysis of related databases, 134363-45-4, the application of this compound in the production field has become more and more popular.
Synthetic Route of 134363-45-4, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 134363-45-4, name is 2-(Pyridin-3-yl)benzoic acid, molecular formula is C12H9NO2, The compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.
A 250 ml_, round-bottomed flask under a positive pressure of nitrogen was equipped with a magnetic stirrer and charged with anhydrous DMF (70 ml_) followed by 2-[4-(4-amino-2-fluoro-phenyl)-piperazin-1 -yl]-N,N-diethyl-2- phenyl-acetamide (3.5 g, 9.1 mmol), 2-pyhdin-3-yl-benzoic acid (1.9 g, 9.5 mmol), HATU (3.8 g, 10.0 mmol) and DIPEA (1.3 g, 10.0 mmol). The resulting brown colored reaction mixture was stirred at ambient temperature for 16 h. The reaction mixture was then concentrated on the rotary evaporator to yield an oil. To this oil was added, dichloromethane (100 ml_) and 1 N NaOH (50 ml_). The biphasic solution was stirred for 0.5 h after which phases were separated. The aqueous layer was extracted with dichloromethane (2 X 25 ml_). The organic layers were pooled, dried over anhydrous sodium sulfate, filtered and concentrated to yield a viscous brown oil. The oil was taken in ethanol (100 ml_) and heated to -6O0C in a water bath for 1 h. The resulting mixture was diluted with MTBE (added with magnetic stirring in 25 ml_ portions, total 125 ml_). The resulting suspension was stirred at O0C (ice/water bath) for 2 h. The product was collected by filtration through a medium porosity glass frit, washed with a mixture of EtOH/MTBE (1 :1.25, 22.5 ml_ X 2) and the filter- cake dried thoroughly under house vacuum to yield the title compound as an off-white solid.MS (ESI): mass calcd. for C34H36FN5O2, 565.29; m/z found, 566.4 [M+H]+.1H-NMR(400 MHz, DMSO-d6) delta ppm: 10.65 (s, 1 H), 10.5 (bs, 1 H), 8.92 (s, 1 H), 8.82 (d, J = 5.5 Hz, 1 H), 8.39 (d, J = 7.6 Hz, 1 H), 7.96 (dd, J = 7.8, 5.6 Hz, 1 H), 7.76 (d, J = 7.6 Hz, 1 H), 7.70-7.63 (m, 4H), 7.56-7.50 (m, 4H), 7.26 (dd, J = 8.7, 1.7 Hz, 1 H), 7.02 (t, J = 9.4 Hz, 1 H), 5.97 (s, 1 H), 3.63-3.61 (m, 1 H), 3.48-3.15 (m, 10H), 2.67-2.65 (m, 1 H), 1.10-1.01 (m, 3H), 0.82-0.80 (m, 3H).
According to the analysis of related databases, 134363-45-4, the application of this compound in the production field has become more and more popular.
Reference:
Patent; JANSSEN PHARMACEUTICA, N.V.; WO2009/6185; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem