Category: 14482-51-0

Synthetic Route of 14482-51-0, 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.14482-51-0, name is 2-Bromo-3,5-dichloropyridine, molecular formula is C5H2BrCl2N, molecular weight is 226.89, as common compound, the synthetic route is as follows.

NMP (7 mL) was added to a round bottom, placed under nitrogen and cooled to 00C. NaH (1.16 g, 29.1 mmol) was added portionwise followed by the addition of methyl cyanoacetate (1.31 ml, 14.5 mmol) (in 3 mL of NMP) dropwise. After stirring for 30 minutes at 00C, 2- bromo-3,5-dichloropyridine (3.0 g, 13.2 mmol) was added and the reaction was heated to 1300C for 5 hours. The reaction was allowed to cool, poured into ice and extracted twice with ethyl acetate. The ethyl acetate was combined, dried over MgSO4, filtered and concentrated. The amorphous material was crystallized from methanol to afford the desired compound (700 mg, 2.86 mmol, 21.6 % yield) as light brown needles.

Statistics shows that 14482-51-0 is playing an increasingly important role. we look forward to future research findings about 2-Bromo-3,5-dichloropyridine.

Reference:
Patent; ARRAY BIOPHARMA INC.; COOK, Adam; HUNT, Kevin, W.; DELISLE, Robert Kirk; ROMOFF, Todd; CLARK, Christopher, T.; KIM, Ganghyeok; CORRETTE, Christopher, P.; DOHERTY, George, A.; BURGESS, Laurence, E.; WO2010/75200; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 14482-51-0, 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.14482-51-0, name is 2-Bromo-3,5-dichloropyridine, molecular formula is C5H2BrCl2N, molecular weight is 226.89, as common compound, the synthetic route is as follows.

A mixture of 2-bromo-3,5-dichloropyridine (5.672 g, 25 mmol), sodium iodide (11241.7 mg, 75 mmol) and chlorotrimethylsilane (2716 mg, 25 mmol) in MeCN (50 mL) was heated under reflux for 45 min. The reaction mixture was then poured into a 2.0 M aqueous solution of sodium hydroxide (10 mL) and extracted with diethyl ether (20 mL x 3). The combined organic layers were washed with brine and evaporated to afford crude product, which was purified by biotage (EtOAc/PE=l% ~ 10%, ISCO 40 g, 25 mL/min, normal phase silica gel, uv 254) to afford the target compound 3,5- dichloro-2-iodopyridine (3800 mg, 55.5 % yield) as a white solid. 1H NMR (400 MHz, MeOD) delta 8.35 (t, J= 4.5 Hz, 1H), 8.01 (d, J= 2.3 Hz, 1H). GC-MS m/z calcd for [C5H2C12IN]: 272.9; found: 273.0.

Statistics shows that 14482-51-0 is playing an increasingly important role. we look forward to future research findings about 2-Bromo-3,5-dichloropyridine.

Reference:
Patent; GALECTO BIOTECH AB; BRIMERT, Thomas; JOHNSSON, Richard; LEFFLER, Hakon; NILSSON, Ulf; ZETTERBERG, Fredrik; (284 pag.)WO2016/120403; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 14482-51-0, 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. 14482-51-0, name is 2-Bromo-3,5-dichloropyridine, molecular formula is C5H2BrCl2N, 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 microwave vial is added 4-methyl-3-(2,2,6,6-tetramethyl-3,5-dioxo-tetrahydropyran-4- yl)phenylboronic acid (200 mg, 0.657 mmol), 2-bromo-3,5-dichloropyridine (149 mg, 0.657 mmol), palladium acetate (3.7 mg, 0.0164 mmol), tris(3-sulfophenyl)phosphine trisodium salt (22 mg, 0.0394 mmol) and potassium phosphate (697 mg, 3.28 mol), followed by a degassed solvent mixture of water/acetonitrile (1.6 ml, 2:1 ratio). The mixture is flushed with nitrogen then stirred at ambient temperature for 5 minutes before heating at 1600C under microwave irradiation for 15 minutes. After cooling to room temperature the reaction is partitioned between 2M aqueous hydrochloric acid and dichloromethane, and the organic phase is separated. The aqueous phase is further extracted with dichloromethane and all organic fractions are combined then evaporated. The residue is purified by preparative reverse phase HPLC to give 4-[5-(3,5-dichloropyridin-2-yl)-2-methylphenyl]-2, 2,6,6- tetramethylpyran-3,5-dione (113 mg).

According to the analysis of related databases, 14482-51-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SYNGENTA PARTICIPATIONS AG; SYNGENTA LIMITED; WO2008/71405; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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 14482-51-0, name is 2-Bromo-3,5-dichloropyridine. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: 14482-51-0

To a solution of 56 g (0.246 mol) of 2-bromo-3,5-dichloropyridine in 500 mL of dry dimethylsulfoxide, were added 53 g (0.261 mol) of ethyl bromodifluoroacetate followed by 94 g (0.518 mol) of copper bronze (200 mesh). The suspension was stirred at 50 C for 5 hours. After cooling, a solution of 44 g (0.328 mol) of potassium monophosphate in 280 mL of water was added and stirred for 1 hour. The black mixture was filtered over a cake of Supercel, and the cake washed three times with 200 mL of ethyl acetate. The organic phases were collected, washed with brine and dried over magnesium sulfate. After evaporation of the solvent under vacuum 57.6 g of a brown oil were obtained. After purification by column chromatography over silica gel (heptane/ethyl acetate 9/1) 40 g (57%) of ethyl (3,5-dichloropyridin-2-yl)(difluoro)acetate (Int-5) were obtained as a yellow oil, (M+1) = 270, 19F-NMR (235MHz, CDCl3) delta (ppm): – 104.21 (CF2).

With the rapid development of chemical substances, we look forward to future research findings about 14482-51-0.

Reference:
Patent; Bayer CropScience AG; The designation of the inventor has not yet been filed; EP2606727; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 14482-51-0, 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.14482-51-0, name is 2-Bromo-3,5-dichloropyridine, molecular formula is C5H2BrCl2N, molecular weight is 226.89, as common compound, the synthetic route is as follows.

Raw material selection: 17.5 g of 2-bromo-3,5-dichloropyridine, 34.54 g of cuprous cyanide (CuCN), 12.6 g of 2-methylimidazole,The reaction organic solvent dimethylacetamide (DMSO) 105 ml; purified organic solvent n-heptane 100 ml.In the process of extracting and washing the organic solvent (or ethyl acetate or toluene or cyclohexane or petroleum ether) after the completion of the reaction, the amount of the organic solvent and the amount of water are conventional and not limited; the following specific process is toluene Extraction is an example.Reaction step: 17.5 g of 2-bromo-3,5-dichloropyridine prepared above, 34.54 g of cuprous cyanide (CuCN), 12.6 g of 2-methylimidazole were added to a dry 250 ml reaction flask, and an organic solvent was added. 105 ml of dimethylacetamide was heated to 105-110 C under the protection of nitrogen, and the reaction was completely cooled to room temperature.Add 150 ml of toluene in an organic solvent, stir for about 10 minutes, add 100 ml of water, filter the solid, separate the organic phase from the filtrate, and wash the residue twice with toluene (50 ml/time).The washing liquid continues to extract the aqueous phase, and the liquid phase is separated, and the organic phase is combined, washed once with 100 ml of water, and evaporated to dryness under reduced pressure at 60 C in a water bath.Producing a crude solid of 3,5-dichloro-2-cyanopyridine;The crude solid of 3,5-dichloro-2-cyanopyridine obtained is recrystallized from purified organic solvent n-heptane: 100 ml of n-heptane is added and heated to 90 C to dissolve, and then slowly cooled to about 10 C to precipitate a solid, and the product is obtained by filtration. ,Drying at 40-60 C under vacuum gave 9.1 g of 3,5-dichloro-2-cyanopyridine, the yield was 68.2%, the product purity was 99.2%, and the total reaction yield was 64.4%.

The chemical industry reduces the impact on the environment during synthesis 14482-51-0, I believe this compound will play a more active role in future production and life.

Reference:
Patent; Hangzhou East China Pharmaceutical Group Zhejiang Huayi Pharmaceutical Co., Ltd.; Weifang Haixin Pharmaceutical Co., Ltd.; Lou Qingming; Wu Lei; Lou Lei; (8 pag.)CN109020882; (2018); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 14482-51-0, 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. 14482-51-0, name is 2-Bromo-3,5-dichloropyridine. A new synthetic method of this compound is introduced below.

General procedure: 2,5-dibromopyridine (119 mg, 0.50 mmol), phenylacetylene (61 mg, 0.6 mmol), i-Pr2NH (101 mg, 1.0 mmol), Pd(OAc)2 (11 mg, 5 mol %), PPh3 (26 mg, 10 mol %), and CuI (9.5 mg, 5 mol %) were dissolved in CH3CN/CH3OH (2:1, 6 mL). The solution was stirred at reflux under nitrogen atmosphere for 24 h and then cooled and the solid was filtered off. The filtrate was then concentrated and the resulting crude product was dissolved in CH2Cl2 (10 mL). The solution was washed with brine (10 mL), and dried over sodium sulfate. Upon removal of the solvent with a rotavapor, the resulting residue was subjected to column chromatography (petroleum ether/AcOEt, 200:1) to give the desired product 3i (117 mg, 91%) as a white solid.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,14482-51-0, 2-Bromo-3,5-dichloropyridine, and friends who are interested can also refer to it.

Reference:
Article; Zhang, Bin; Chen, Rener; Jiang, Huajiang; Zhou, Qizhong; Qiu, Fangli; Han, Deman; Li, Rongrong; Tang, Wenyuan; Zhong, Aiguo; Zhang, Jie; Yu, Xiaochun; Tetrahedron; vol. 72; 22; (2016); p. 2813 – 2817;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem