Day: September 7, 2021

Electric Literature of 137178-88-2, 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 137178-88-2, name is 5-Bromopyridine-2-carbonyl chloride. This compound has unique chemical properties. The synthetic route is as follows.

Step 2: (0567) After addition of THF (200 mL) and Et3N (42 mL) to the above residue, the mixture was cooled in an ice-water bath. Benzyl alcohol (31.1 mL, 300 mmol) was added slowly. The mixture was warmed up to room temperature and stirred overnight. (0568) The reaction mixture was diluted with ether, washed with sat. NaHCO3(aq.), H2O, brine and then dried (MgSO4). After concentration and crystallization, the desired product benzyl 5-bromopicolinate (20.6 g) was obtained.

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 137178-88-2, 5-Bromopyridine-2-carbonyl chloride.

Reference:
Patent; MERCK SHARP & DOHME CORP.; Scott, Jack D.; Stamford, Andrew W.; Gilbert, Eric J.; Cumming, Jared N.; Iserloh, Ulrich; Misiaszek, Jeffrey A.; Li, Guoqing; US2015/307465; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 116986-08-4, 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. 116986-08-4, name is Methyl 2-(bromomethyl)nicotinate. A new synthetic method of this compound is introduced below.

To a solution of methyl 2-(bromomethyl)nicotinate (6.0 g, 26.0 mmol) in CH3CN (200 mL) was added TBAF (10.2 g, 39.0 mmol) and TMSCN (5.2 g, 52.0 mmol) at 0C. The mixture was then stuffed at 30C for 16h under N2. The solution of the reaction was washed with water (30 mL) and extracted with EtOAc (15 mLx3). The organic layer was concentrated, and the residue was purified by column chromatography (PE:EA=5: 1–2: 1) to give the desired product (2.3 g, 50.3%). LCMS (mlz): 177.0 [M+H]

At the same time, in my other blogs, there are other synthetic methods of this type of compound,116986-08-4, Methyl 2-(bromomethyl)nicotinate, and friends who are interested can also refer to it.

Reference:
Patent; EPIZYME, INC.; DUNCAN, Kenneth, W.; CHESWORTH, Richard; MUNCHHOF, Michael, John; SHAPIRO, Gideon; (393 pag.)WO2015/200677; (2015); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 70298-88-3, 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. 70298-88-3, name is 2,2-Dimehtyl-N-pyridin-3-yl-propionamide, molecular formula is C10H14N2O, 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.

3-Phenyl-2-(4-{[4-(5-pyridin-2-yl-1H-1,2,4-triazol-3-yl)piperidm-1-yl]methyl}phenyl)-1,7-naphthyridin-8(7H)-one (5-6)N-Formyl-N-(4-formylpyridin-3-yl’)-2,2-dimethylpropanainide (5-1)A solution of 2,2-dimethyl-N-(3-pyridinyl)propanamide (3.56 gm, 20 mmol) (prepared as described in J.Org.Chem. 48, 3401 (1983)) in anhydrous tetrahydrofuran (40 mL) was cooled to -700C and a solution of 2.5 M n-butyl lithium/hexane (20 mL, 50 mmol) was added dropwise maintaining the temperature at -700C. This reaction was slowly warmed to -5C giving a copious precipitate. This mixture was cooled to -700C and dry dimethyl formamide (4.64 mL, 60 mmol) was added. The reaction was allowed to warm to room temperature giving a clear yellow solution. This reaction was poured into 8 N aqueous HCl (16 mL) and ice. After stirring for 10 minutes the pEta of the solution was adjusted to 7 and extracted with diethyl ether. The organic layer was dried (Na2SO_j.), filtered and the solvent evaporated. The residue was purified by column chromatography eluting with 30-100% ethyl acetate/hexane. The appropriate fractions were combined and the solvent removed in vacuo to give the title compound as a solid. 1Eta-NMR (500 MHz, CDCl3): delta 10.92 (IH, br s), 10.15 (IH, s),10.05 (IH, s), 8.62 (2H, d, J=4.9Hz), 7.56 (IH, d, J=4.9Hz),), 1.39 (9H, s). m/e (m+1): 235.3.

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 70298-88-3, 2,2-Dimehtyl-N-pyridin-3-yl-propionamide.

Reference:
Patent; MERCK & CO., INC.; WO2006/65601; (2006); A2;,
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. 2457-47-8, name is 3,5-Dichloropyridine, the common compound, a new synthetic route is introduced below. Recommanded Product: 2457-47-8

(a) 3,5-Dichloro-4-formylpyridine n-Butyllithium (1.6M in hexanes, 9.3 ml, 14.9 mmol) was added dropwise at 0 C. to a solution of diisopropylamine (1.95 ml, 14.9 mmol) in THF (30 ml). After 15 min. at 0 C., the solution was cooled to -78 C. and 3,5-dichloropyridine (2.0 g, 13.5 mmol) was added. After 1 h, methyl formate (0.92 ml) was added and the mixture warmed to room temperature over 2 h, diluted with 1N hydrochloric acid and extracted twice with ethyl acetate. The extracts were washed with brine, dried over sodium sulphate and evaporated to give a yellow oil which solidified, m.p. 110-111 C.

The synthetic route of 2457-47-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; AstraZeneca AB; US6303613; (2001); B1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 13534-89-9, 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.13534-89-9, name is 2,3-Dibromopyridine, molecular formula is C5H3Br2N, molecular weight is 236.892, as common compound, the synthetic route is as follows.

To a solution of 2,3-dibromopyridine (5 g, 21.11 mmol) in toluene (50 mL), t-BuLi (1.3 M, 19.50 mL) was dropwise added at -78C under N2. The resulting mixture was stirred at -78C for 2 hours. DMF (1.9 g, 25.33 mmol) was added dropwise at -78C. The mixture was stirred at -78C for another 2 hours. The solution was quenched with NH4CI (aq. 1 mL) at -78C, and the mixture was concentrated under vacuum. The residue was purified by column chromatography on silica gel (Petroleum ether /ethyl acetate=10/l to 1/1) to afford 3-bromopicolinaldehyde.

Statistics shows that 13534-89-9 is playing an increasingly important role. we look forward to future research findings about 2,3-Dibromopyridine.

Reference:
Patent; H. LUNDBECK A/S; KEHLER, Jan; JUHL, Karsten; MARIGO, Mauro; VITAL, Paulo, Jorge, Vieira; JESSING, Mikkel; LANGGARD, Morten; RASMUSSEN, Lars, Kyhn; CLEMENTSON, Carl, Martin, Sebastian; (275 pag.)WO2019/115566; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 6980-08-1 , The common heterocyclic compound, 6980-08-1, name is 4-Chloro-3-nitropyridin-2-amine, molecular formula is C5H4ClN3O2, 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 To a solution of 4-chloro-3-nitropyridin-2-amine (LXXXI) (5.00 g, 28.9 mmol, 1.00 eq) and 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine (LXXXII) (7.1 g, 34.6 mmol, 1.20 eq) in a mixture of toluene (30 mL), H2O (18 mL) and EtOH (6 mL) was added Pd(PPh3)4(1.0 g, 0.87 mmol, 0.03 eq) and Na2CO3 (6.1 g, 57.6 mmol, 2 eq). The mixture was stirred at 75 C. for 15 h under a nitrogen atmosphere. The reaction mixture was then poured into brine (100 mL) and extracted with EtOAc (30 mL*3), the combined organic layers were dried over anhydrous Na2SO4, filtered and concentrated in vacuo. The resultant residue was purified by chromatography on silica gel (PE:EtOAc=5:1-1:1) to afford 3-nitro-[4,4′-bipyridin]-2-amine (LXXXIII) (1.80 g, 8.33 mmol, 28.8% yield) as a yellow solid. ESIMS found C10H8N4O2 m/z 217.1 (M+H).

The synthetic route of 6980-08-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Samumed, LLC; KC, Sunil Kumar; Wallace, David Mark; Cao, Jianguo; Chiruta, Chandramouli; Hood, John; (264 pag.)US2016/68550; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 71701-92-3, name is 3-Bromo-2-chloro-5-(trifluoromethyl)pyridine. This compound has unique chemical properties. The synthetic route is as follows. Application In Synthesis of 3-Bromo-2-chloro-5-(trifluoromethyl)pyridine

n-BuLi (1.57M solution in hexane; 64 mL, 0.10 mol) is added dropwise to a solution of 3- bromo-2-chloro-5-trifluoromethylpyridine (20.00 g, 0.077 mol), DMF (7.72 mL, 0.10 mol) in toluene (400 mL) at -65C. After stirring at the same temperature for 30 min, the mixture is quenched by addition of 1 N HCI and extracted with ethyl acetate. The organic layer is washed with water, brine, dried over magnesium sulfate, filtered and concentrated to give crude 2-chloro-5-trifluorornethylpyridine-3-carbardehyde.

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, 71701-92-3, 3-Bromo-2-chloro-5-(trifluoromethyl)pyridine.

Reference:
Patent; NOVARTIS AG; WO2008/58961; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 72587-15-6, Adding some certain compound to certain chemical reactions, such as: 72587-15-6, name is 2-Chloro-3-nitro-5-(trifluoromethyl)pyridine,molecular formula is C6H2ClF3N2O2, 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 72587-15-6.

A microwave reaction vial was charged with 2-chloro-3-nitro-5-(trifluoromethyl)pyridine (2 g, 8.83 mmol), NMP (4.41 ml) and CuCN (0.830 g, 9.27 mmol). The vial was sealed and the mixture was irradiated in the MW at 175 C. for 15 min. Upon cooling to RT, the reaction mixture was poured onto ice and EtOAc was added. The mixture was filtered through Celite, washing with EtOAc and a small amount of MeOH. The layers of the filtrate were separated, and the aqueous portion was extracted again with EtOAc. The combined organic portions were dried with sodium sulfate, filtered and concentrated. The crude material was purified by silica gel chromatography, using a gradient of 0-30% EtOAc in heptane to provide 3-nitro-5-(trifluoromethyl)picolinonitrile (645 mg, 2.97 mmol, 33.7% yield) as a yellow oil that solidified upon standing. LC/MS (ESI) m/z=218.1 (M+H)

According to the analysis of related databases, 72587-15-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; WHITE, Ryan; ALLEN, Jennifer R.; EPSTEIN, Oleg; HONG, Fang-Tsao; HUA, Zihao; HUMAN, Jason Brooks; LOPEZ, Patricia; OLIVIERI, Philip R.; ROMERO, Karina; SCHENKEL, Laurie; STELLWAGEN, John; TAMAYO, Nuria A.; ZHENG, Xiao Mei; US2014/213581; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 1073182-59-8 ,Some common heterocyclic compound, 1073182-59-8, molecular formula is C7H7ClN2O2, 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.

To a stirring suspension of methyl 5-amino-2-chloroisonicotinate (200 mg, 1.07 mmol) and 6-fluoro-2-naphthoic acid (245 mg, 1.29 mmol) in DCM (10.7 rriL) was added dropwise methanesulfonyl chloride (0.124 mL, 1.61 mmol). Hunigs base (0.560 rriL, 3.22 mmol) was then added, followed by DMAP (13.1 mg, 0.107 mmol) and the resulting solution was stirred at rt overnight. The solvent was evaporated in vacuo and the residue then re-suspended in DCM and ether. The precipitate was collected via vacuum filtration, washed with ether to furnish the desired material.

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. 1073182-59-8, Methyl 5-amino-2-chloroisonicotinate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; INCEPTION 1, INC.; JACINTHO, Jason, Duarte; CLARK, Ryan, Christopher; SHENG, Tao; OBALLA, Renata, Marcella; STOCK, Nicholas, Simon; ROPPE, Jeffrey, Roger; (161 pag.)WO2017/192304; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 156094-64-3, 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.156094-64-3, name is 3-Bromo-2-(bromomethyl)-6-methoxypyridine, molecular formula is C7H7Br2NO, molecular weight is 280.9446, as common compound, the synthetic route is as follows.

A mixture of 3-bromo-2-(bromomethyl)-6-methoxypyridine (1.4 g, 5.0 mmol), methyl 3-iodo-4-hydroxybenzoate (1.52 g, 5.5 mmol), potassium phosphate (1.6 mg, 7.5 mmol) in DMF (10 mL) was stirred at 60 C for 3 h. Then the reaction mixture was cooled to rt, diluted with water (40 mL), extracted with EA (80 mLx2). The combined organic layers were washed with saturated brine (20 mL), dried over anhydrous sodium sulfate, filtered and concentrated. The residue was purified by column chromatography eluted with PE/EA (v/v = 20/1) to give the title compound as a white solid (2.2 g, 92 %).MS (ESI, pos. ion) m/z: 477.9 [M+H]t

The chemical industry reduces the impact on the environment during synthesis 156094-64-3, I believe this compound will play a more active role in future production and life.

Reference:
Patent; SUNSHINE LAKE PHARMA CO., LTD.; WANG, Xiaojun; YANG, Xinye; WU, Junwen; XIONG, Shaohui; PAN, Shengqiang; CAO, Shengtian; ZHANG, Yingjun; (121 pag.)WO2018/24224; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem