Extracurricular laboratory: Synthetic route of 2-Bromo-4-methyl-5-nitropyridine

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. 23056-47-5, 2-Bromo-4-methyl-5-nitropyridine, other downstream synthetic routes, hurry up and to see.

Related Products of 23056-47-5, Adding some certain compound to certain chemical reactions, such as: 23056-47-5, name is 2-Bromo-4-methyl-5-nitropyridine,molecular formula is C6H5BrN2O2, 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 23056-47-5.

Into a 2L 3 -necked round-bottom flask under N2 atmosphere, was placed 2-bromo-4- methyl-5-nitropyridine (100 g, 460.79 mmol, 1 equiv), methyl 2,2-difluoro-2- (fluorosulfonyl)acetate (177.0 g, 921.57 mmol, 2 equiv), and Cul (70.2 g, 368.60 mmol, 0.800 equiv) in DMF (1 L). The resulting solution was stirred for 14 h at 120 C and then diluted with NH4CI (3 L), NH4OH (0.5 L). The resulting solution was extracted with ethyl acetate and the combined organic layer was concentrated under reduced pressure. The residue was applied onto a silica gel column and eluted with petroleum ether to give (40 g, 41.94%) of the title compound as a red oil. GC-MS: (ES, m/z): [M]+ 206.

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. 23056-47-5, 2-Bromo-4-methyl-5-nitropyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; IDEAYA BIOSCIENCES, INC.; ALAM, Muzaffar; ASWAD, Fred; BECK, Hilary Plake; DILLON, Michael Patrick; GONZALEZ-LOPEZ, Marcos; HATA, Yujiro; SUTTON, JR., James Clifford; (0 pag.)WO2019/236766; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

The origin of a common compound about 1049744-89-9

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1049744-89-9, its application will become more common.

Electric Literature of 1049744-89-9, 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. 1049744-89-9, name is 2-Hydrazino-5-(trifluoromethyl)pyridine, HCl. A new synthetic method of this compound is introduced below.

(2) Subsequently, Journal of Chemical Society Perkin Trans I (J. Chem. Soc. Perkin trans. I), p. 1875 (in 1988), it gave way to Ethoxy methylene ethyl acetoacetate (6.1g) and the above-described 5- (2-trifluoromethyl synthesized as described in the methyl) pyridin-2-yl hydrazine hydrochloride (7.0g ) water (40), ethanol (40) was added to a solvent mixture, and addition of sodium hydroxide (2.6g), the reaction mixture was stirred for 3 hours at reflux temperature and further stirred for one hour. The reaction solution was treated with a 1N aqueous hydrochloric acid solution, and by purifying the precipitated solid with ethyl acetate-hexane mixed solvent -n- 5-methyl-1- [5- (trifluoromethyl) pyridin-2-yl] -1H- pyrazol to give the 4-carboxylic acid (6.5g).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1049744-89-9, its application will become more common.

Reference:
Patent; Mitsubishi Tanabe Pharma Corporation; Watanabe, Masayuki; Furukawa, Hiroyuki; Hamada, Maiko; Fuji, Naoto; Ushio, Hiroyuki; Takashima, Toru; (81 pag.)KR2015/2661; (2015); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Brief introduction of 867279-13-8

At the same time, in my other blogs, there are other synthetic methods of this type of compound,867279-13-8, 4-Bromo-2-chloro-5-methylpyridine, and friends who are interested can also refer to it.

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.867279-13-8, name is 4-Bromo-2-chloro-5-methylpyridine, molecular formula is C6H5BrClN, molecular weight is 206.4676, as common compound, the synthetic route is as follows.HPLC of Formula: C6H5BrClN

General procedure: General Procedure A: (0312) A mixture of an arylbromide or aryliodide (1 mmol), an arylboronic acid, aryldioxaborolane or bis(pinacolato)diboron (1.5 mmol), a palladium catalyst (0.1 mmol) and K2CO3 (2-3 mmol) was placed in a reaction vessel which was then thoroughly purged with argon. Dioxane (3 mL) and water (1.5 mL) were added, and the mixture was stirred at 80-95 C. for 1 to 4 h. After cooling to rt, the mixture was poured into EtOAc/H2O (1:1, 10 mL) and the aqueous layer was extracted with EtOAc (5 mL×2). The combined organic extracts were dried (Na2SO4), filtered and concentrated under reduced pressure. Purification of the resultant residue by silica gel chromatography (EtOAc/heptanes) afforded the desired biaryl product.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,867279-13-8, 4-Bromo-2-chloro-5-methylpyridine, and friends who are interested can also refer to it.

Reference:
Patent; Janssen Pharmaceutica NV; Meegalla, Sanath; Player, Mark R.; Huang, Hui; Winters, Michael P.; (98 pag.)US2017/291908; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Introduction of a new synthetic route about 84199-61-1

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,84199-61-1, its application will become more common.

Application of 84199-61-1 ,Some common heterocyclic compound, 84199-61-1, molecular formula is C7H6BrNO, 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 (= reaction 1): 100 mg 3-Acetyl-2-bromopyridine, 140 mg 5-ethynyl- 1 ,2,3- trimethoxybenzene 2Lambda, 101 triethylamine, 17 mg triphenylphosphinpalladium(II) chlorid, 1 mg Cu(I)I were suspended in 4 mL THF under argon atmosphere and stirred for 1 h at 25C. The mixture was diluted with DCM and extracted with diluted aq. N¾ and saturated NH4CI solution. The orgranic phase was concentrated and the the mixture separated via FCC (10 g S1O2, Cyclohexane -> cyclohexane /ethylacetate 70:30) to yield 90 mg l-(2-(3,4,5- trimethoxyphenylethynyl)pyridin-3-yl)ethanone as solid. Analysis: HPLC-MS: Rt = 1.21 min (method E) M+H = 312.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,84199-61-1, its application will become more common.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; HOFFMANN, Matthias; BISCHOFF, Daniel; DAHMANN, Georg; KLICIC, Jasna; SCHAENZLE, Gerhard; WOLLIN, Stefan Ludwig Michael; CONVERS-REIGNIER, Serge Gaston; EAST, Stephen Peter; MARLIN, Frederic Jacques; MCCARTHY, Clive; SCOTT, John; WO2013/14060; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

New downstream synthetic route of 1221171-70-5

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, 1221171-70-5, 2-Chloro-6-(trifluoromethoxy)pyridine.

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. 1221171-70-5, name is 2-Chloro-6-(trifluoromethoxy)pyridine. A new synthetic method of this compound is introduced below., Recommanded Product: 1221171-70-5

Butyllithium (1.56 M in hexanes, 5.7 mL, 8.9 mmol, 1.1 equiv.) was added dropwise at 0 C to a solution of diisopropylamine (1.2 mL,8.9 mmol, 1.1 equiv.) in THF (15 mL). A solution of 2-chloro-6-(trifluoromethoxy)pyridine 2 (1.6 g, 8.1 mmol, 1 equiv.) in THF (5 mL) was added dropwise at-78 C, and the reaction mixture was stirred for 2 h at this temperature. Chlorotrimethylsilane (1.0 g, 1.13 mL,8.9 mmol, 1.1 equiv.) was then added dropwise and the mixture was allowed to reach 25 C before being neutralised with water (20 mL) andextracted with diethyl ether (3 ×10 mL). The combined organic layerswere dried over sodium sulphate and concentrated in vacuo. The crude product was distilled under reduced pressure to afford pure 2-chloro-6-(trifluoromethoxy)-5-(trimethylsilyl)pyridine (3). Colourless oil (1.5 g,68%), b.p.= 89-93 C (14 mbar); 1H NMR (CDCl3, 300 MHz, 25 C): delta7.78 (d, 1H, J =7.6 Hz, H-3), 7.22 (d, 1H, J =7.6 Hz, H-4), 0.34 (s,9H, SiMe3) ppm.

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, 1221171-70-5, 2-Chloro-6-(trifluoromethoxy)pyridine.

Reference:
Article; Landelle, Gregory; Schmitt, Etienne; Panossian, Armen; Vors, Jean-Pierre; Pazenok, Sergiy; Jeschke, Peter; Gutbrod, Oliver; Leroux, Frederic R.; Journal of Fluorine Chemistry; vol. 203; (2017); p. 155 – 165;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Sources of common compounds: 184368-74-9

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. 184368-74-9, 1-tert-Butyl 4-methyl 5,6-dihydropyridine-1,4(2H)-dicarboxylate, other downstream synthetic routes, hurry up and to see.

Reference of 184368-74-9 ,Some common heterocyclic compound, 184368-74-9, molecular formula is C12H19NO4, 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 solution of 1 -(tert-butyl)4-methyl-3 ,6-dihydropyridine- 1 ,4(2H)-dicarboxy-late (1.7 g, 7.3 mmol) in DCM (20 ml) at -78 C was added DIBAL-H (1.0 M in toluene,10.5 ml, 10.5 mmol) followed by stirring at RT for 16 h. The reaction was cooled to 0C and quenched with water and extracted with DCM. The organic layer was dried,filtered and concentrated under reduced pressure to give 1.5 g of the title compound asgreenish viscous liquid. LC-MS: mlz 214 (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. 184368-74-9, 1-tert-Butyl 4-methyl 5,6-dihydropyridine-1,4(2H)-dicarboxylate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ORION CORPORATION; DIN BELLE, David; MAeKELAe, Mikko; PASSINIEMI, Mikko; PIETIKAeINEN, Pekka; RUMMAKKO, Petteri; TIAINEN, Eija; VAISMAA, Matti; WOHLFAHRT, Gerd; (254 pag.)WO2018/115591; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

New downstream synthetic route of 884494-69-3

According to the analysis of related databases, 884494-69-3, the application of this compound in the production field has become more and more popular.

Reference of 884494-69-3, 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 884494-69-3, name is 3-Fluoro-2-methoxypyridine. This compound has unique chemical properties. The synthetic route is as follows.

To a solution of 3-fluoro-2-methoxypyridine (20g, 157.48mmol), sodium acetate (25.74g, 314.0 mmol) inAcOH (6OmL) was added dropwise a solution of Br2 (20.32mL, 393.70mmol) in AcOH (40 mL) at 10Cand the RM stirred at RT for 16h.The RM was quenched into ice water (200mL) and then basified with 6N NaOH solution to pH 9 and filtered the solid. The solid was dissolved in Et2O (300mL), washed with brine, dried (Na2SO4), filtered, concentrated under reduced pressure to give 5-bromo-3-fluoro-2- methoxypyridine (20g, 61%) as white solid

According to the analysis of related databases, 884494-69-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; GRUeNENTHAL GMBH; SCHUNK, Stefan; REICH, Melanie; JAKOB, Florian; DAMANN, Nils; HAURAND, Michael; KLESS, Achim; ROGERS, Marc; SUTTON, Kathy; WO2015/158427; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Sources of common compounds: 4-Amino-3,5-dibromopyridine

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,84539-34-4, its application will become more common.

Adding a certain compound to certain chemical reactions, such as: 84539-34-4, 4-Amino-3,5-dibromopyridine, 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, 84539-34-4, blongs to pyridine-derivatives compound. Safety of 4-Amino-3,5-dibromopyridine

3,5-Diisopropylpyridin-4-amine To a mixture of 3,5-dibromo-4-amino-pyridine (5.0 g, 19.9 mmol, AstaTech, Inc.), Cphos (0.868 g, 1.989 mmol), palladium acetate (0.223 g, 0.994 mmol), and THF (40 mL) was added 2-propylzinc bromide (1 M in THF) (80 mL, 80 mmol, Rieke Metals, Inc.) dropwise and the mixture was stirred at rt for 2 h. The reaction mixture was quenched with 5 N NaOH (100 mL), extracted with EtOAc (2*50 mL), dried over Na2SO4, filtered and concentrated in vacuo. The crude material was purified by silica gel chromatography (eluent 0-30% DCM-MeOH (4:1)/DCM) to provide 3,5-diisopropylpyridin-4-amine (Intermediate 162, 1.4 g, 7.8 mmol, 39.4% yield) as orange syrup. 1H NMR (400 MHz, DMSO-d6) delta 7.88 (s, 2H), 5.47-5.60 (m, 2H), 3.00 (spt, J=6.8 Hz, 2H), 1.17 (d, J=6.8 Hz, 12H). m/z (ESI, +ve ion): 179.1 (M+H)+.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,84539-34-4, its application will become more common.

Reference:
Patent; Amgen Inc.; ALLEN, John Gordon; LANMAN, Brian Alan; CHEN, Jian; REED, Anthony B.; CEE, Victor J.; LIU, Longbin; LOPEZ, Patricia; WURZ, Ryan Paul; NGUYEN, Thomas T.; Booker, Shon; ALLEN, Jennifer Rebecca; CHU-MOYER, Margaret; AMEGADZIE, Albert; CHEN, Ning; GOODMAN, Clifford; LOW, Jonathan D.; MA, Vu Van; MINATTI, Ana Elena; NISHIMURA, Nobuko; PICKRELL, Alexander J.; WANG, Hui-Ling; SHIN, Youngsook; SIEGMUND, Aaron C.; YANG, Kevin C.; TAMAYO, Nuria A.; WALTON, Mary; XUE, Qiufen; US2019/374542; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

The important role of 1122-61-8

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 1122-61-8, 4-Nitropyridine.

Application of 1122-61-8, 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 1122-61-8, name is 4-Nitropyridine. This compound has unique chemical properties. The synthetic route is as follows.

General procedure: Nitro compound (0.5 mmol), alcohol 1 (0.324 g, 1.75 mmol) and methyl acrylate (0.180 mL, 2 mmol) were mixed in toluene or acetonitrile (1 mL) degassed by several vacuum-nitrogen cycles to reduce the air oxidation of alcohol 1 to ketone 3. The resulting mixture was heated at 110 C in a screw-cap tube (Pyrex N. 15) until the disappearance of the starting nitro compound. Removal of the solvent in vacuo and purification by FC gave the beta-amino esters and ketone 3. The excess alcohol 1 was recovered and recycled.

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 1122-61-8, 4-Nitropyridine.

Reference:
Article; Giomi, Donatella; Alfini, Renzo; Brandi, Alberto; Tetrahedron; vol. 67; 1; (2011); p. 167 – 172;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

A new synthetic route of 5-(Trifluoromethyl)pyridine-2,3-diamine

The synthetic route of 107867-51-6 has been constantly updated, and we look forward to future research findings.

Application of 107867-51-6 , The common heterocyclic compound, 107867-51-6, name is 5-(Trifluoromethyl)pyridine-2,3-diamine, molecular formula is C6H6F3N3, 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 stirred solution of 2-(6-bromopyridin-3-yl)-2-methoxyacetic acid (500 mg, 2.03 mmol) in pyridine(5 mL) was added 5 -(trifluoromethyl)pyridine-2,3 -diamine (396 mg, 2.23 mmol) and EDC (1.17 g, 6.10 mmol) at RT. After the addition was finished, the reaction was stirred at 40 C for 4 h. The solvent was removed in vacuo. The residue was diluted with water, extracted with ethyl acetate. The combined organic layers were washed with brine, dried over Na2S04i filtered and concentrated in vacuo to afford a residue, which was purified by prep-TLC (petroleum ether : ethyl acetate =1 : 1) to give the title compound. MS (EI) m/z 405 [M+H]+.

The synthetic route of 107867-51-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK SHARP & DOHME CORP.; ZHOU, Hua; FRADERA, Xavier; HAN, Yongxin; MCGOWAN, Meredeth, A.; SCIAMMETTA, Nunzio; WHITE, Catherine; YU, Wensheng; (89 pag.)WO2019/27856; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem