Category: 117846-58-9

Related Products of 117846-58-9 , The common heterocyclic compound, 117846-58-9, name is 2,6-Dibromo-3,5-dimethylpyridine, molecular formula is C7H7Br2N, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route.

Step 1: 2-(4-(6-Bromo-3,5-dimethylpyridin-2-ylamino)piperidin-1-yl)benzonitrile A mixture of 2-(4-amino-1-piperidyl)benzonitrile (3.00 g, 14.91 mmol), 2,6-dibromo-3,5-dimethyl-pyridine (4.74 g, 17.89 mmol), tBuONa (2.15 g, 22.36 mmol), Pd2 (dba)3 (136.53 mg, 149.05 umol) and BINAP (278.43 mg, 447.16 umol) in toluene (50.00 mL) was stirred at 80 C. for 17 h. The mixture was filtered and purified by silica gel chromatography to afford 2-(4-(6-bromo-3,5-dimethylpyridin-2-ylamino)piperidin-1-yl)benzonitrile (2.10 g, 5.45 mmol, 36.55% yield) as product. ESI-MS (EI+, m/z): 385.1 [M+H]+.

The synthetic route of 117846-58-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Navitor Pharmaceuticals, Inc.; O’Neill, David John; Saiah, Eddine; Kang, Seong Woo Anthony; Brearley, Andrew; Bentley, Jonathan; (519 pag.)US2018/127370; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 117846-58-9, 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. 117846-58-9, name is 2,6-Dibromo-3,5-dimethylpyridine. A new synthetic method of this compound is introduced below.

To a stirred solution of 3 (1.60 g, 6.04 mmol) in anhydrous THF (50 mL) was added dropwise a 2.5 molL-1 solution of n-BuLi inhexane (2.30 mL, 5.74 mmol) at 195 K. The reaction was stirred for 30 minat this temperature, a solution of 4 (1.78 g, 5.49 mmol) in THF (2 mL) was added. Thereaction solution was stirred for 1 h at this temperature. The reactionwas allowed to warm to room temperature, and quenched with water (15 mL). Theproduct was extracted with diethyl ether. The organic layers were combined,dried over anhydrous Na2SO4, filtered, and concentratedin vacuo. Column chromatography on Al2O3 (hexane)afforded diarylethene 1o (1.26 g, 46.8%)as a colorless crystal, mp. 146-147 C; MS m/z (M+) 492.1 (+H); Anal.Calcd for C21H14BrF6NO:Calcd C, 51.45; H, 2.88; N, 2.86. Found C, 51.61; H, 2.99; N, 2.96; 1HNMR (400 MHz, CDCl3, TMS): delta 7.49-7.51 (m, 1H), 7.37 (m, 1H), 7.28 (s, 1H,pyridine-H), 7.23-7.24 (m, 2H), 2.33 (s, 3H, -CH3), 2.22 (s, 3H, -CH3),1.88 (s, 3H, -CH3). 13C NMR (100 MHz, CDCl3,TMS): delta 156.63, 154.09, 141.72, 141.01, 138.20, 136.15, 132.57,124.53, 123.59, 119.93, 118.86, 110.99, 104.19, 21.68, 17.44, 13.25. IR (KBr, nu, cm-1):3128, 1598, 1398, 1272, 1195, 1122, 1076, 1006, 979, 858, 829, 806, 740.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,117846-58-9, its application will become more common.

Reference:
Article; Zheng, Chunhong; Pu, Shouzhi; Liu, Gang; Chen, Bing; Tetrahedron Letters; vol. 54; 51; (2013); p. 7024 – 7028;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 117846-58-9, 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. 117846-58-9, name is 2,6-Dibromo-3,5-dimethylpyridine, molecular formula is C7H7Br2N, 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.

To a stirred solution of 2 (3.15 g, 11.87 mmol) in anhydrous THF (50 mL) was added dropwise a 2.5 M solution of n-BuLi in hexane (5.12 mL, 12.80 mmol) at 195 K. The reaction was stirred for 30 min at thistemperature, a solution of (2,5-Dimethyl-3-thienyl)perfluorocyclopentene (3.97 g,13.06 mmol) in THF (5 mL) was added. The reaction solution was stirred for 1 hat this temperature. The reaction was allowed to warm to room temperature, andquenched with water (15 mL). The product was extracted with diethyl ether. Theorganic layers were combined, dried over anhydrous Na2SO4,filtered, and concentrated in vacuo. Column chromatography on Al2O3(hexane) afforded diarylethene 4 (1.62 g, 29%) as a colorless crystal, mp 96-97 C; 1H NMR(400 MHz, CDCl3): delta 7.29(s, 1H, pyridine-H), 6.64 (s, 1H, thiophene-H), 2.38 (s, 3H, -CH3), 2.37(s, 3H, -CH3), 1.93 (s, 3H, -CH3), 1.84 (s, 3H, -CH3);13C NMR (100 MHz,CDCl3) delta 145.20, 141.66, 141.00,140.54, 137.87, 135.98, 132.68, 124.51, 123.61, 21.72, 17.43, 15.04, 14.26; IR(KBr, nu, cm-1): 3128, 1637,1587, 1400, 1274, 1126, 1188, 1060, 1004, 894, 826, 734, 707; LRMS, ESI+m/z 470.1 (MH+, C18H14BrF6NS requires 469.0); Anal. Calcd for C18H14BrF6NS: Calcd C, 45.97; H, 3.00; N, 2.98. Found C, 45.91; H, 3.02; N, 2.96

According to the analysis of related databases, 117846-58-9, the application of this compound in the production field has become more and more popular.

Reference:
Article; Zheng, Chunhong; Liu, Gang; Pu, Shouzhi; Tetrahedron Letters; vol. 54; 43; (2013); p. 5791 – 5794;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 117846-58-9, With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.117846-58-9, name is 2,6-Dibromo-3,5-dimethylpyridine, molecular formula is C7H7Br2N, molecular weight is 264.95, as common compound, the synthetic route is as follows.

To a stirred anhydrous THF solution of 4 (3.22 g,12.15 mmol) was added dropwise a 2.4 mol L-1 n-BuLi inhexane solution (5.57 mL, 13.37 mmol) at 195 K under argonatmosphere. Stirring continued for 0.5 h at 195 K; a solutionof (2-methyl-5-phenyl-3-thienyl)perfluorocyclopentene(4.90 g, 13.37 mmol) in THF was added and the reactionmixture was stirred for 1 h at this temperature. The reactionwas quenched by addition of water. After being extractedwith dichloromethane, the organic layer was washed withwater, and dried over anhydrous Na2SO4. The crude productwas purified by column chromatography on Al2O3 usingpetroleum ether as eluent to afford 6 (1.96 g, 28%) as a whitesolid. m.p. 86-87 C; 1H NMR (400 MHz, CDCl3) d 1.83(s, 3H, -CH3), 2.00 (s, 3H, -CH3), 2.29 (s, 3H, -CH3), 7.10(s, 1H, thiophene-H), 7.25 (t, 2H, J 8.0 Hz, benzene-H), 7.33 (t, 2H, J 8.0 Hz, benzene-H, pyridine-H), 7.48 (d, 2H,J 4.0 Hz, benzene-H).

The chemical industry reduces the impact on the environment during synthesis 117846-58-9, I believe this compound will play a more active role in future production and life.

Reference:
Article; Liao, Guanming; Xue, Dandan; Zheng, Chunhong; Wang, Renjie; Pu, Shouzhi; Journal of the Brazilian Chemical Society; vol. 27; 11; (2016); p. 1989 – 1997;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 117846-58-9, With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.117846-58-9, name is 2,6-Dibromo-3,5-dimethylpyridine, molecular formula is C7H7Br2N, molecular weight is 264.95, as common compound, the synthetic route is as follows.

To a solution of 2,6-dibromo-3,5-dimethylpyridine (1.0 g, 3.77 mmol) in toluene (30 mL) was added n-BuLi (1.5 mL, 3.77 mmol) dropwise at -78 C. After 1 h, DMF (358 mg, 4.9 mmol) was added to the mixture for additional lh. The mixture was adjusted to pH = 34 using HC1 and extracted with EtOAc (50 mL x 3) and the organic layers were concentrated and purified by chromatography (silica, ethyl acetate/petroleum ether =1/10) to afford 6-bromo-3,5- dimethylpicolinaldehyde (242 mg, 1.13 mmol, 30%) as a white solid. ESI-MS (EI, m/z): 214.1 [M+H].

Statistics shows that 117846-58-9 is playing an increasingly important role. we look forward to future research findings about 2,6-Dibromo-3,5-dimethylpyridine.

Reference:
Patent; NAVITOR PHARMACEUTICALS, INC.; O’NEILL, David John; SAIAH, Eddine; KANG, Seong Woo Anthony; BREARLEY, Andrew; BENTLEY, Jonathan; (565 pag.)WO2018/89433; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem