Day: July 31, 2021

Adding a certain compound to certain chemical reactions, such as: 83004-10-8, 2-Bromo-6-(bromomethyl)pyridine, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound, Recommanded Product: 2-Bromo-6-(bromomethyl)pyridine, blongs to pyridine-derivatives compound. Recommanded Product: 2-Bromo-6-(bromomethyl)pyridine

To a solution of 5-(1 H-benzo[d]imidazol-2-yl)-N,N-diethylpyridin-2-amine (100 mg, 0.38 mmol) in DMF (3.7 mL) cooled to 0 C was added NaH (60% dispersion in oil, 19.5 mg, 0.49 mmol). After 5 minutes, 2-bromo-6-(bromomethyl)pyridine (104 mg, 0.41 mmol) was added, and the reaction mixture was warmed to room temperature. After 30 minutes, the reaction was quenched with saturated aqueous NH4CI (2 mL) and diluted with EtOAc (20 mL) and water (20 mL). The phases were separated, and the aqueous layer was further extracted with EtOAc (2 x 20 mL). The combined organic extract was washed with water (20 mL) and brine (50 mL), dried over anhydrous Na2S04, filtered, and concentrated. The resulting residue was purified by silica gel chromatography (eluting with 10 to 100% EtOAc/hexanes) to afford the desired product (130 mg) as a yellow film. LC-MS (ES) m/z = 438 [M+H]+. NMR (400 MHz, CDCI3): delta 8.37 (d, J = 2.0 Hz, 1 H), 7.94 – 7.73 (m, 2H), 7.50 – 7.44 (m, 2H), 7.34 – 7.29 (m, 1 H), 7.24 – 7.15 (m, 2H), 6.80 (dd, J = 6.7, 1 .6 Hz, 1 H), 6.58 (d, J = 8.9 Hz, 1 H), 5.57 (s, 2H), 3.57 (q, J = 7.1 Hz, 4H), 1 .23 (t, 3H), 1 .45 – 1 .28 (m, 6H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,83004-10-8, 2-Bromo-6-(bromomethyl)pyridine, and friends who are interested can also refer to it.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; MEDINA, Jesus Raul; TIAN, Xinrong; NG DI MARCO, Christina; GRAYBILL, Todd L.; HEERDING, Dirk A.; LI, William Hoi Hong; MANGATT, Biju; MARTYR, Cuthbert D.; RIVERO, Raphael Anthony; (570 pag.)WO2019/49061; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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. 68957-50-6, name is 5-Bromo-6-methyl-3-nitropyridin-2-amine, molecular formula is C6H6BrN3O2, 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. SDS of cas: 68957-50-6

To a mixture of 5-bromo-6-methyl-3-nitro-pyridin-2-amine (1.0 g, 4.310 mmol) and copper cyanide (0.579 g, 6.464 mmol) in dimethyl sulfoxide (21.5 mL) was added dropwise in 10 minutes isopentyl nitrite (1.49 mL, 10.774 mmol) at 40C under argon. The mixture was stirred at 40C for 3 hours. The crude mixture was added slowly to a cold stirred solution of ethyl acetate and brine under argon flow, with a NaOCI trapper exit. A precipitate appeared and the mixture was cooled to room temperature and flushed with argon. The mixture was filtered over a pad of celite, washed with ethyl acetate. The filtrate aqueous phase was separated and extracted with ethyl acetate. The combined organic layers were washed with NaOCI and brine, dried over anhydrous sodium sulfate, filtered and concentrated under vacuum to give 827mg of crude 5-bromo-6-methyl-3-nitro-pyridine-2-carbonitrile. This material was used without further purification. LCMS (method 1 ): 240/242 (M-H) , retention time 1.17 min

With the rapid development of chemical substances, we look forward to future research findings about 68957-50-6.

Reference:
Patent; SYNGENTA CROP PROTECTION AG; MUEHLEBACH, Michel; EDMUNDS, Andrew; RENDLER, Sebastian; EMERY, Daniel; SEN, Indira; SIKERVAR, Vikas; (0 pag.)WO2019/234160; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 1204295-87-3, 2-Bromo-4-(difluoromethyl)pyridine, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound, 1204295-87-3, blongs to pyridine-derivatives compound. Safety of 2-Bromo-4-(difluoromethyl)pyridine

To a degassed mixture of 4-(4,4,5,5-tetramethyl-l,3,2-dioxaborolan-2- yl)benzamide ( 1.5g, 6.07 mmol) and 2-bromo-4-(difluoromethyl)pyridine(1.515g, 7.284 mmol) in dioxane was added Pd2(dba)3(catalytic amount) , X-phos (catalytic amount) and Cs2C03 (3.956g, 12.141 mmol) under ^atmosphere. The mixture was stirred at 100 C overnight. The reaction mixture was cooled to room temperature and filtered. The filtrate was concentrated, and the residue was purified on silic-gel to give N-(4-(difluoromethyl)pyridin-2-yl)-4-(4,4,5,5-tetramethyl-l,3,2-dioxaborolan-2- yl)benzamide (1.8 g, yield 79%). 1HNMR (400MHz, DMSO-d6): delta= 8.55-8.54 (d, / = 4 Hz, 1 H), 8.39 (s, 1 H), 8.02-8.00 (d, / = 8.0 Hz, 2 H), 7.79-7.77 (d, / = 8.0 Hz, 2 H), 7.34-7.33 (d, / = 4 Hz, 1 H), 7.29-7.01 (t, / = 52 Hz, 1 H), 1.30 (s, 12 H), MS (ESI): M/Z (M+l)=375.16.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1204295-87-3, its application will become more common.

Reference:
Patent; MERCK SHARP & DOHME CORP.; WU, Hao; KIM, Ronald M.; LIU, Jian; GAO, Xiaolei; BOGA, Sobhana Babu; GUIADEEN, Deodialsingh; KOZLOWSKI, Joseph; YU, Wensheng; ANAND, Rajan; YU, Younong; SELYUTIN, Oleg B.; GAO, Ying-Duo; LIU, Shilan; YANG, Chundao; WANG, Hongjian; WO2014/114185; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 13362-78-2, (E)-1,2-Di(pyridin-4-yl)ethene, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound, 13362-78-2, blongs to pyridine-derivatives compound. HPLC of Formula: C12H10N2

A mixture of (E)-1,2-di(4-pyridyl)ethylene (91 mg, 0.5 mmol) and 1,4-butanesultone (204 mg, 1.5 mmol) (Aldrich) was heated at 140 °C (oil bath) for 40 h. The resulting mass was refluxed with benzene (~15 mL) for 2 h, filtered, washed with benzene and acetone, and re-crystallized from water-EtOH (2.5:1 (v/v), 1.4 mL) to yield 184 mg (81percent) (E)-3c as a white powder.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,13362-78-2, its application will become more common.

Reference:
Article; Vedernikov, Artem I.; Lobova, Natalia A.; Kuz’mina, Lyudmila G.; Howard, Judith A.K.; Strelenko, Yuri A.; Alfimov, Michael V.; Gromov, Sergey P.; Journal of Molecular Structure; vol. 989; 1-3; (2011); p. 114 – 121;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 175205-81-9, 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. 175205-81-9, name is 2-Bromo-4-(trifluoromethyl)pyridine. A new synthetic method of this compound is introduced below.

ter/-butyl (4-methoxybenzyl)(4-(4-(trifluoromethyl)pyridin-2-yl)thiazol-2-yl)carbamate was prepared from /er/-butyl (4-methoxybenzyl)(4-(4,4,5,5-tetramethyl-l ,3,2-dioxaborolan-2-yl)thiazol-2-yl)carbamate (0.558 g, 1.25 mmol), 2-bromo-4-(trifluoromethyl)pyridine (0.310 g, 1.37 mmol), K3PO4 (0.796 g, 3.75 mmol), Pd(dppf)Cl2 (0.91 g, 0.125 mmol) and DME/H2O (12 and 3 mF respectively); the reaction time was 3 h at 80 C. The product, purified by column chromatography (hexane:EtOAc; 1 :0 to 9: 1), was obtained as a colorless wax (0.350 g, 60 %). (0189) NMR (500 MHz, CDCl3) (ppm) 8.74 (d, J = 5.04 Hz, 1H), 8.25 (d, J = 1.57 Hz, 1H), 7.81 (s, 1H), (0190) 7.42 – 7.36 (m, 3H), 6.87 – 6.82 (m, 2H), 5.34 (s, 2H), 3.78 (s, 3H), 1.57 (s, 9H); (0191) 13C NMR (126 MHz, CDCl3) (ppm) 161.7, 159.1, 154.4, 150.3, 148.3, 139.2, 130.1, 129.6, 124.2 (q, ^C-F = 272.6 Hz), 122.1, 117.7 (d, 7 = 3.64 Hz), 116.6, 114.3, 113.9, 83.9, 55.4, 50.1, 28.4; (0192) 19F NMR (471 MHz, CDCl3) (ppm) -64.96; (0193) HRMS calcd for C22H23F3N3O3S [M+H]+ 466.1407, found 466.1409.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,175205-81-9, its application will become more common.

Reference:
Patent; MASARYKOVA UNIVERZITA; PARUCH, Kamil; CARBAIN, Benoit; HAVEL, Stepan; VSIANSKY, Vit; NIKULENKOV, Fedor; KREJCI, Lumir; (133 pag.)WO2019/201867; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 13466-38-1, 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. 13466-38-1, name is 5-Bromopyridin-2-ol, molecular formula is C5H4BrNO, 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.

termediate 17 ethyl trans-4-[(“5-bromopyridin-2-yl oxylcvclohexanecarboxylate To a mixture of 5-bromo-2-hydroxypyridine (11 g, 63.2 mmol), ethyl cis-4- hydroxycyclohexanecarboxylate (13.61 g, 79 mmol) and triphenylphosphine (20.73 g, 79 mmol) in THF (250 ml) at room temperature added diisopropyl azodicarboxylate (15.98 g, 79 mmol) dropwise, after that, the reaction mixture Was stirred overnight a at 55C for two days under N2. The reaction mixture was cooled to room temperature, then concentrated under vacuum. The residue was dissolved in 100 mL of ethyl acetate, then 100 mL hexane added. Stirred over night. The mixture was filtered and concentrated, the residue was purified by a silica gel column and eluted with ethyl acetate/hexane 0-50%. This resulted in ethyl trans-4- [(5-bromopyridin-2-yl)oxy]cyclohexanecarboxylate as a white solid. LC-MS (ES, m/z) C14H18BrN03: 327; Found: 328 [M+H]+.

According to the analysis of related databases, 13466-38-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; MERCK SHARP & DOHME CORP.; DEVITA, Robert, J.; HE, Shuwen; LIU, Jian; CERNAK, Timothy, A.; KRIKORIAN, Arto, D.; YANG, Ginger XuQiang; WU, Zhicai; YU, Yang; SHEN, Dong-Ming; LAI, Zhong; HONG, Qingmei; NARGUND, Ravi, P.; WO2013/96093; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 626-64-2 ,Some common heterocyclic compound, 626-64-2, molecular formula is C5H5NO, 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.

Example 56Compound 68Compound 318 (Example 48; 98 mg, 0.34 mmol, 1 eq.) and PPh3 (138 mg, 0.53 mmol, 1 .5 eq.) were dissolved in dry THF (2 ml). Next DIAD (104 muIota, 0.53 mmol, 1 .5 eq.) and 4- hydroxypyridine (50 mg, 0.53 mmol, 1 .5 eq.) were added. The reaction mixture was stirred at RT for approximately 16 hrs, after which the solvent was removed and the crude mixture purified by flash column chromatography (silica, DCM/MeOH 1 :0 to 8:2) to afford compound 68 as a white foam (73 mg; 59%).

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles. 626-64-2, Pyridin-4-ol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; UNIVERSITY OF DUNDEE; BESNARD, Jeremy; HOPKINS, Andrew Lee; GILBERT, Ian; RUDA, Gian Filippo; ABECASSIS, Keren; WO2012/160392; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 152684-30-5, 5-Bromo-2-methoxy-3-nitropyridine, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound, Recommanded Product: 152684-30-5, blongs to pyridine-derivatives compound. Recommanded Product: 152684-30-5

To a suspension of 5-bromo-2-methoxy-3-nitropyridine (0.4 g, 1.72 mmol) in EtOH (5 mL) and H2O (5 mL) were added iron powder (0.38 g, 6.87 mmol) and NH4Cl (0.39 g, 7.21 mmol). The reaction was heated to reflux and stirred further for 1 hour, and then concentrated in vacuo. The residue was diluted with EtOAc (10 mL) and the resulted mixture was filtered through a pad of CELITE. The filtrate was extracted with EtOAc (10 mL×3). The combined organic phases were washed with brine (10 mL), dried over anhydrous Na2SO4 and concentrated in vacuo to give the title compound as a yellow solid (0.30 g, 86%). [0301] MS (ESI, pos. ion) m/z: 203.0 [M+H]+; [0302] 1H NMR (400 MHz, CDCl3) delta (ppm): 3.92 (s, 3H), 4.86 (s, 2H), 7.03 (d, J=2.0 Hz, 1H), 7.41 (d, J=2.0 Hz, 1H).

The synthetic route of 152684-30-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SUNSHINE LAKE PHARMA CO., LTD.; CALITOR SCIENCES, LLC; Xi, Ning; US2014/234254; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 13534-89-9, name is 2,3-Dibromopyridine, the common compound, a new synthetic route is introduced below. HPLC of Formula: C5H3Br2N

General procedure: A mixture of MeCN and MeOH (2:1, 15 ml) wasadded to a mixture of 2,3-dibromopyridine (1) (474 mg,2.0 mmol), arylboronic acid (2.1 mmol), K2CO3 (560 mg,4.0 mmol), PPh3 (52 mg, 10 mol %) and Pd(OAc)2 (23 mg,5 mol %) in a screw-cap vial. Reaction mixture was flushedwith argon, sealed, and stirred at 50C for 24 h in an oilbath. Then the reaction mixture was cooled to room temperature and filtered through Celite. Filtrate was concentratedunder reduced pressure, the residue was dissolved in CH2Cl2(20 ml), washed with water (3×10 ml) and dried overNa2SO4. Solvent was evaporated under reduced pressure,and the residue was purified by column chromatography on silica (hexane-EtOAc, 30:1) to provide pure pyridines 2a-j.

The synthetic route of 13534-89-9 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Shestakov, Aleksandr N.; Pankova, Alena S.; Kuznetsov, Mikhail A.; Chemistry of Heterocyclic Compounds; vol. 53; 10; (2017); p. 1103 – 1113; Khim. Geterotsikl. Soedin.; vol. 53; 10; (2017); p. 1103 – 1113,11;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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. 1215387-58-8, name is 5-Bromo-1H-pyrrolo[2,3-c]pyridine. A new synthetic method of this compound is introduced below., Application In Synthesis of 5-Bromo-1H-pyrrolo[2,3-c]pyridine

A stirred solution of 5-bromo-1H-pyrrolo[2,3-c]pyridine (2.22 g, 11.3 mmol) in DMF(30 ml) at ambient temperature was treated with potassium hydroxide (2.53 g, 45.1mmol). After 10 minutes, iodine (3.15 g, 12.4 mmol) was added and the resulting mixture was stirred for 2 hours. The mixture was diluted with water and extracted with EtOAc. The combined organic extracts were washed with brine, dried over Na2SO4 and concentrated in vacuo. The residue was triturated with water to afford the desiredproduct as an orange solid (3.39 g, 93%).LCMS (Method C): R 3.14 mm, mlz [M+H] 323/325.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it, 1215387-58-8, 5-Bromo-1H-pyrrolo[2,3-c]pyridine.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; HYND, George; TISSELLI, Patrizia; MACLEOD, Calum; MANN, Samuel, Edward; PANCHAL, Terry, Aaron; MONTANA, John, Gary; PRICE, Stephen, Colin; (74 pag.)WO2016/62790; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem