Tag: M.W:200-300

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. 936342-91-5, name is 5-Bromo-2-(chloromethyl)pyridine hydrochloride, the common compound, a new synthetic route is introduced below. Recommanded Product: 5-Bromo-2-(chloromethyl)pyridine hydrochloride

To an N,N-dimethylformamide (40.0 mL) solution of 4-fluorophenol (3.00 g, 26.8 mmol) was added sodium hydride (1.00 g, 25.0 mmol, 60percent in oil) on an ice bath (0° C.) under nitrogen atmosphere, which was stirred for 20 minutes at room temperature. To the reaction solution was then added a mixture of 5-bromo-2-chloromethyl-pyridine hydrochloride (4.6 g, 22.3 mmol) described in Manufacturing Example 54-1-2 and triethylamine (30.6 mL, 20.4 mmol), which was stirred for 10 minutes at room temperature. Water and ethyl acetate were added to the reaction mixture, and the organic layer was extracted with ethyl acetate. This organic layer was washed with water and saturated aqueous sodium chloride, dried over anhydrous magnesium sulfate, and filtered. The solvent was evaporated from the filtrate under a reduced pressure, and the residue was purified by silica gel column chromatography (ethyl acetate_heptane=1:4) to obtain the title compound (4.0 g, 63.6percent). 1H-NMR Spectrum (CDCl3) delta (ppm): 5.10 (2H, s), 6.88-6.91 (2H, m), 6.95-6.99 (2H, m), 7.40-7.42 (1H, m), 7.81-7.84 (1H, m), 8.64-8.65 (1H, m).

The synthetic route of 936342-91-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Eisai R&D Management Co., Ltd.; US2007/105904; (2007); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 112006-57-2, 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 112006-57-2, name is 2-(Benzylthio)-N,N-dimethylnicotinamide. This compound has unique chemical properties. The synthetic route is as follows.

EXAMPLE 2 N,N-Dimethyl-2-aminosulfonyl-3-pyridinecarboxamide A mixture of 4.4 ml of concentrated hydrochloric acid, 66 ml of methylene chloride, 34 ml of water and 4.0 g (14.7 mmol) of the N,N-dimethyl-2-(phenylmethylthio)-3-pyridinecarboxamide was cooled to 0 C. Maintaining a temperature of -5 to 3 C., 60 ml (40.5 mmol) of 5% sodium hypochlorite was added dropwise over 15 minutes. The resulting yellow emulsion was stirred at 0 C. an additional 20 minutes. The reaction mixture was then poured into water and extracted with methylene chloride. The combined organic extracts were kept at 0 C. and washed with a saturated sodium bisulfite solution and dried over sodium sulfate. After 30 minutes, the yellow solution was filtered into a reaction flask and cooled to -78 C. and 5 ml (431 mmol) of dry ammonia added. The reaction mixture was allowed to warm to room temperature and the solvent removed under reduced pressure. The resulting solid was slurried with 5 ml of water and the insoluble white solid collected by filtration to provide 2.0 g of the subject compound, m.p. 198-209 C.(d). NMR (DMSO): delta 2.70 (s, 3H, NCH3); 2.93 (s, 3H, NCH3); 7.60-7.75 (m, 1H); 7.90 (m, 1H); and 8.75 (m, 1H).

According to the analysis of related databases, 112006-57-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; E. I. Du Pont de Nemours and Company; US4789393; (1988); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 77199-09-8, 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 77199-09-8, name is Ethyl 5-bromopicolinate. This compound has unique chemical properties. The synthetic route is as follows.

Reference Example 256 Production of ethyl 5-ethenylpyridine-2-carboxylate A mixture of the compound of Reference Example 255 (20.0 g, 86.9 mmol), tributylvinyltin (28.1 mL, 95.6 mmol), Pd(PPh3)4 (2.01 g, 1.74 mmol) and DMF (100 mL) was stirred at 100C for 2 hr under an argon atmosphere. To the reaction mixture was added water (200 mL), and the mixture was extracted with ethyl acetate (400 mL). The extract was washed with brine (200 mL), and dried over anhydrous sodium sulfate. The insoluble material was removed by filtration, and the solution was concentrated under reduced pressure. The residue was purified by silica gel column chromatography (eluent, hexane:ethyl acetate=98:2?20:80) to give the title compound (16.5 g, 100%) as a pale-yellow oil. 1H NMR (300 MHz, DMSO-d6) delta:1.33 (3 H, t, J = 7.1 Hz), 4.34 (2 H, q, J = 7.1 Hz), 5.56 (1 H, d, J = 11.1 Hz), 6.14 (1 H, d, J = 17.8 Hz), 6.87 (1 H, dd, J = 11.1, 17.8 Hz), 8.00-8.06 (1 H, m), 8.07-8.16 (1 H, m), 8.80 (1 H, d, J = 1.9 Hz).

According to the analysis of related databases, 77199-09-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Takeda Pharmaceutical Company Limited; EP2471789; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 886373-28-0, Adding some certain compound to certain chemical reactions, such as: 886373-28-0, name is 5-Bromo-3-fluoropicolinonitrile,molecular formula is C6H2BrFN2, 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 886373-28-0.

Cone. HCl (300 mL) were added to 5-Bromo-3-fluoro-pyridine-2-carbonitrile (21.0 g,0.11 mol) and stirred over night at 600C. After evaporation ether was added and the suspension was stirred for additional time. The solid was collected and dried. The crude product was used without any further purification. MS (m/z): 219.8 [M+H*]

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. 886373-28-0, 5-Bromo-3-fluoropicolinonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; JERINI AG; WO2009/36996; (2009); A2;,
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. 77199-09-8, name is Ethyl 5-bromopicolinate. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: 77199-09-8

2-Amino-5-fluoro-4-(l-isopropyl-2-methyl-lH-imidazol-5-yl)pyrimidine (Method 1 ; 517mg, 2.2mmol), ethyl 5-bromopyridine-2-carboxylate (460.12mg, 2mmol), EPO tris(dibenzylideneacetone)dipalladium(0) (18.31mg, lmol%), Xantphos (25.5mg, 2.2mol%) and caesium carbonate (912.3mg, 2.8mmol) in anhydrous 1,4-dioxane (8ml) were evacuated and refilled with nitrogen (3 times). The reaction was heated under nitrogen at 100C for 3.5h. Extra tris(dibenzylideneacetone)dipalladium(0) (18.31mg, lmol%) and Xantphos (25.5mg, 2.2mol%) were added and the reaction mixture was heated under nitrogen at 1000C overnight before evaporating under reduced pressure. The residue obtained was partitioned between DCM and water and the aqueous layer was extracted with DCM twice. The organics were combined, washed with brine, dried and the solvent was evaporated to give a foam which was purified by reverse phase chromatography (acidic prep HPLC system). The product containing fractions were passed through a pre-equilibrated Isolute SCX-2 column, eluted with MeOH, and a 7 molar solution of ammonia in MeOH. Evaporation of solvent gave the title compound as a solid which was dried in vac oven overnight at 5O0C (540mg, 70%). NMR (400MHz): 1.33 (t, 3H), 1.48 (d, 6H), 2.54 (s, 3H), 4.32 (q, 2H), 5.39 (septet, IH), 7.41 (d, IH), 8.02 (d, IH), 8.35 (dd, IH), 8.67 (d, IH), 8.91 (d, IH), 10.16 (s, IH); 17F NMR (400MHz): -145.98 (t, IF); m/z 385.

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, 77199-09-8, Ethyl 5-bromopicolinate.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2006/95159; (2006); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 185017-72-5, 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.185017-72-5, name is 3-Bromo-2-chloro-6-picoline, molecular formula is C6H5BrClN, molecular weight is 206.4676, as common compound, the synthetic route is as follows.

Example 52; (RS)-1-Benzenesulfonyl-4-[4-(3-bromo-6-methyl-pyridin-2-yl)-piperazine-1-carbonyl]-3-cyclohexyl-imidazolidin-2-oneStep 1: A solution of 3-bromo-2-chloro-6-picoline (0.2 g), piperazine (0.083 g) and triethylamine (0.096 g) in acetonitrile (5 ml) was heated in the microwave apparatus: 30 min at 120 C. followed by 60 min at 150 C. and 30 min at 170 C. The mixture was concentrated and the product was purified by chromatography (SiO2, CH2Cl2=>CH2Cl2/CH3OH 4:1) to give 1-(3-bromo-6-methyl-pyridin-2-yl)-piperazine (0.05 g) as a light yellow solid.

Statistics shows that 185017-72-5 is playing an increasingly important role. we look forward to future research findings about 3-Bromo-2-chloro-6-picoline.

Reference:
Patent; Dehmlow, Henrietta; Kuhn, Bernd; Sander, Ulrike Obst; Roever, Stephan; Schulz-Gasch, Tanja; Wright, Matthew; US2008/242677; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 887707-23-5, 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. 887707-23-5, name is 2-Hydroxy-5-iodo-3-(trifluoromethyl)pyridine. A new synthetic method of this compound is introduced below.

(0614) A mixture of Compound 37C (0.537 g), 5-iodo-3-(trifluoromethyl)pyridin-2-ol (1.156 g), and triphenylphosphine (1.574 g) in tetrahydrofuran (20 ml) was cooled to 0 C. To this solution was added (E)-di-tert-butyl diazene-1,2-dicarboxylate (0.921 g). The reaction mixture was stirred overnight. The solvent was removed, and the residue was purified with column flash chromatography on silica gel eluting with 4:1 hexanes/ethyl acetate to give the desired product.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,887707-23-5, 2-Hydroxy-5-iodo-3-(trifluoromethyl)pyridine, and friends who are interested can also refer to it.

Reference:
Patent; AbbVie Inc.; Catron, Nathaniel; Lindley, David; Miller, Jonathan M.; Schmitt, Eric A.; Tong, Ping; US10213433; (2019); B2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 1214328-96-7, 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 1214328-96-7, name is Methyl 3-bromo-6-chloropicolinate. This compound has unique chemical properties. The synthetic route is as follows.

[01474] Step 2: Synthesis of methyl 3-bromo-4,6-dichloropyridine-2-carboxylate[01475] 0 a stjrre(j so]u ion of methyl 3-bromo-6-chloropyridine-2-carboxylate ( 1 .92 g, 7.67 mmol) in TFA ( 1 8ml) was added hydrogen peroxide (30% w/w aqueous solution, 5.22 ml, 53.7 mmol) and the reaction mixture was heated at 60C for 21 h. The reaction mixture was then cooled and slowly poured onto saturated 2C03 solution ( 100ml), followed by extraction of the aqueous layer with EtOAc (3x 100ml), washing of the combined organic phases with brine (2x50ml), drying (Na2S04) and evaporation. The desired 3-bromo-6-chloro-2- (methoxycarbonyl)pyridin- l -ium- l -olate (2.6 l g, -75% purity) was used crude in the next stage of the synthesis without any further purification. To the crude 3-bromo-6-chloro-2- (methoxycarbonyl)pyridin-l -ium- l – olate (-75% purity, 2.61 g, 7.35 mmol) was added POCl3 (3.42 ml, 36.7 mmol) and the solution was heated to 100C for 4h. After cooling the POCI3 was remove in vacuo to give a white solid which was columned over silica eluting with 0% to 10%) of EtOAc in heptane to afford the title compound as a pale yellow powder (1 .07 g, 49% over two steps). LC-MS 99%, 2.02 min (3.5 minute LC-MS method), m/z= 283.7/285.7/287.7, NMR (500 MHz, Chloroform-d) delta ppm 7.56 (s, 1 H) 4.00 (s, 3 H).

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 1214328-96-7, Methyl 3-bromo-6-chloropicolinate.

Reference:
Patent; EPIZYME, INC.; EISAI CO., LTD.; KUNTZ, Kevin, Wayne; CHESWORTH, Richard; DUNCAN, Kenneth, William; KEILHACK, Heike; WARHOLIC, Natalie; KLAUS, Christine; ZHENG, Wanjun; WO2012/142513; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 443956-08-9 ,Some common heterocyclic compound, 443956-08-9, molecular formula is C5H3BrN2O3, 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.

Under an atmosphere of nitrogen, zinc powder (1.5 g,22.9 mmol) and NH4Cl (1.5 g, 22.9 mmol) were added to the solutionof 2-nitropyridin-3-ol (17) (1 g, 4.6 mmol) in C2H5OH (20 mL).The reaction was heated to 50 C and stirred for 16 h. The crudereaction mixture was filtered and purified by flash column chromatography(PE:EA 5:1) to provide the title compound 6-bromo-2-nitropyridin-3-ol (18) (524 mg, 60%). 1H NMR (400 MHz, DMSO)d 9.70 (s, 1H), 6.74 (d, J 7.8 Hz, 1H), 6.49 (d, J 7.8 Hz, 1H), 5.91 (s,1H); MS (M H): m/z 188.99.

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. 443956-08-9, 6-Bromo-2-nitropyridin-3-ol, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Wang, Shuxia; Fang, Yu; Wang, Huan; Gao, Hang; Jiang, Guohua; Liu, Jianping; Xue, Qianqian; Qi, Yueheng; Cao, Mengying; Qiang, Bingchao; Zhang, Huabei; European Journal of Medicinal Chemistry; vol. 159; (2018); p. 255 – 266;,
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. 38222-83-2, name is 2,6-Di-Tert-butyl-4-methylpyridine. A new synthetic method of this compound is introduced below., Computed Properties of C14H23N

4-Bromomethyl-2,6-di-t-butylpyridine (Compound A) To a mixture of 2,6-di-t-butyl-4-methylpyridine (Aldrich, 2.0 g, 9.73 mmol) in 25 ml of dry CCl4 was added benzoyl peroxide (24 mg, 0.097 mmol) and NBS (1.9 g, 10.7 mmol). The reaction mixture was refluxed for 16 hours. After it cooled to room temperature, the solvent was removed in vacuo and the residue was purified by column chromatography (silica gel, hexane) to give an oil (1.957 g) which contained 82% of the desired product and 18% of the starting material. 1 H NMR delta 7.09 (s, 2H), 4.39 (s, 2H), 1.35 (s, 18H).

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, 38222-83-2, 2,6-Di-Tert-butyl-4-methylpyridine.

Reference:
Patent; Allergan; US5663357; (1997); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem