Category: 14162-95-9

14162-95-9, 4-Bromo-2,2′-bipyridine is a catalyst-ligand compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

14162-95-9, A 100 mL reactor was dried by keeping it in an ovenovernight; it was closed with a rubber stopper and waspurged with argon for 20 min. In the reactor, Pd(PPh3)2Cl2,(44 mg, 0.063 mmol, 0.03 eq.) CuI (42 mg, 0.209 mmol,0.10 eq.) were added and the reactor was purged with argon.Compound 6 (0.720 g, 2.089 mmol, 1 eq.) was added as asolution in benzene (10 mL). Further benzene (20 mL) wasadded along with TEA (1.328 g, 0.726 mL, 13.128 mmol, 6eq.) and the solution was left to stir at rt under argon. The 4-bromo-2,2?-bipyridine, (0.540 g, 2.298 mmol, 1.10 eq.) DBU(3.82 g, 3.75 mL, 25.07 mmol, 12 eq.) and water (16 mg, 16mul, 0.875 mmol, 0.40 eq.) were finally added and the solutionwas put in a pre-heated oil bath 60C, and left to react undervigorous stirring for 18 h. The reaction was stopped and thebenzene was removed under vacuum by distillation. Theresidue was extracted with diethyl ether (3 ¡Á 50 mL) andwater (50 mL). The organic layer was washed with 10% HCl(3 ¡Á 50 mL) and brine (1 ¡Á 50 mL) and the organic phasewas dried with Na2SO4, filtered and evaporated under vacuum.The crude was purified by chromatography on Biotageon silica (100 g) with dichloromethane-TEA (0.5%) and afterwith a gradient from dichloromethane to dichloromethane:ethyl acetate 8:2. A yellow solid was finally obtained: 849.6mg (95%). m.p.: 153-156C. 1H NMR (200 MHz, CDCl3) delta 8.70 (m,2H, H6pyr and H6?pyr), 8.56 (s, 1H, H3pyr), 8.41 (d, J = 8.0Hz, 1H, H3?pyr), 7.83 (td, J = 7.8, 1.8 Hz, 1H, H4pyr), 7.51(dd, J = 3.7, 1.2 Hz, 1H, H3 or H3?), 7.44 (dd, J = 5.0, 1.5Hz, 1H, H5 or H5?), 7.37 (dd, J = 5.1, 1.1 Hz, 1H, H5 orH5?), 7.34-7.29 overlapping (m, J = 7.5 4.8, 1.1, 1H, H5pyror H5?pyr), 7.26 (dd, J = 5.1, 1.1 Hz, 1H, H3 or H3?), 7.20(m (dd + s), 3.5, 1.2 Hz, 2H, H4? and H5pyr or H5?pyr), 7.09(dd, J = 5.1, 3.7 Hz, 1H, H4 or H4?).7.06 (dd, J = 5.1, 3.7Hz, 1H, H4 or H4?). 13C NMR (50 MHz, CDCl3) delta 156.43(C2q-pyr), 155.65 (C2?q-pyr), 149.38 (C6-pyr or C6?-pyr),149.27 (C6-pyr or C6?-pyr), 139.97 (C3?th), 137.09 (C5?th),136.08 (C4?pyr), 135.54 (C2th), 134.64 (C2?th), 132.41(C4pyr), 128.10 (C4?th), 127.51 (C5th or C5?th), 127.07(C5th or C5?th), 126.40 (C3?pyr), 126.11 (C3?th), 125.35(C4th or C4?th), 125.16 (C4th or C?th), 124.53 (C3pyr),124.14 (C2th), 122.96 (C3th), 121.32 (C5pyr or C5?pyr),116.87 (C5pyr or C5?pyr), 91.77 (C?C), 89.69 (C?C). MS(EI, m/z): 426.09. Elemental analysis: required forC24H14N2S3, C 67.57, H 3.31, N 6.57, S 22.55, found: C67.60, H 3.28, N 6.62, S 22.50.

The synthetic route of 14162-95-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Quagliotto, Pierluigi; Prosperini, Simona; Viscardi, Guido; Letters in Organic Chemistry; vol. 14; 7; (2017); p. 472 – 478;,
Metal catalyst and ligand design
Ligand Template Strategies for Catalyst Encapsulation – NCBI

14162-95-9, 4-Bromo-2,2′-bipyridine is a catalyst-ligand compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

In a flame dried 50-mL 3-neck flask fitted with a condenser, a mixture of anthraceneboronic acid 35-7 (522 mg, 0.985 mmol), 4-bromo-2,2?-bipyridine (154 mg, 0.657 mmol), and cesium carbonate (640 mg, 1.97 mmol) in EtOH (15 mL) and water (2 mL) was degassed by refluxing under argon stream for 75 minutes. Then Pd(OAc)2 (29.7 mg, 0.131 mmol) and PPh3 (138 mg, 0.526 mmol) were added in one portion. Refluxing under argon was continued until the reaction was complete in 90 minutes. The reaction mixture was then allowed to cool to room temperature and filtered; the solid residue was rinsed with DCM and MeOH. The filtrate was concentrated in vacuo, and the resulting residue was purified by reversed-phase flash chromatography (C18 SiO2, eluted with gradient of 0.09% HCl in MeOH). The pure product was isolated by basification of combined and concentrated fractions with solid NaHCO3 (200 mg) followed by extraction with DCM twice. The combined DCM layers were then dried over MgSO4 and concentrated in vacuo to yield product as a yellow solid (316 mg, 50%).

14162-95-9, As the paragraph descriping shows that 14162-95-9 is playing an increasingly important role.

Reference£º
Patent; Profusa, Inc.; GAMSEY, Soya; BERNAT, Viachaslau; KUTYAVIN, Alex; CLARY, Jacob William; PRADHAN, Sulolit; US2020/383; (2020); A1;,
Metal catalyst and ligand design
Ligand Template Strategies for Catalyst Encapsulation – NCBI

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.14162-95-9,4-Bromo-2,2′-bipyridine,as a common compound, the synthetic route is as follows.

In a flame dried 50-mL 3-neck flask fitted with a condenser, a mixture of anthraceneboronic acid 35-7 (522 mg, 0.985 mmol), 4-bromo-2,2?-bipyridine (154 mg, 0.657 mmol), and cesium carbonate (640 mg, 1.97 mmol) in EtOH (15 mL) and water (2 mL) was degassed by refluxing under argon stream for 75 minutes. Then Pd(OAc)2 (29.7 mg, 0.131 mmol) and PPh3 (138 mg, 0.526 mmol) were added in one portion. Refluxing under argon was continued until the reaction was complete in 90 minutes. The reaction mixture was then allowed to cool to room temperature and filtered; the solid residue was rinsed with DCM and MeOH. The filtrate was concentrated in vacuo, and the resulting residue was purified by reversed-phase flash chromatography (C18 190 SiO2, eluted with gradient of 0.09% 58 HCl in 23 MeOH). The pure product was isolated by basification of combined and concentrated fractions with solid 43 NaHCO3 (200 mg) followed by extraction with DCM twice. The combined DCM layers were then dried over MgSO4 and concentrated in vacuo to yield 192 product as a yellow solid (316 mg, 50%).

14162-95-9, 14162-95-9 4-Bromo-2,2′-bipyridine 12087122, acatalyst-ligand compound, is more and more widely used in various fields.

Reference£º
Patent; Profusa, Inc.; GAMSEY, Soya; BERNAT, Viachaslau; KUTYAVIN, Alex; CLARY, Jacob William; PRADHAN, Sulolit; (192 pag.)US2018/179233; (2018); A1;,
Metal catalyst and ligand design
Ligand Template Strategies for Catalyst Encapsulation – NCBI