Day: July 5, 2021

Application of 52568-28-2, 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 52568-28-2, name is 2-(Pyridin-2-yl)propan-2-amine. This compound has unique chemical properties. The synthetic route is as follows.

General procedure: To a solution of the acid (1 equiv.) in DCM (0.2 M) were added EDCI (1.2 equiv.), HOBt (1.2 equiv.), DIPEA (1.2 equiv.) at 0 C. After the mixture was stirred for 10 min, the amine (1.2 equiv.) was added. The reaction was stirred overnight at room temperature. Then water was added and the mixture was extracted with DCM. The combined organic layer was washed with saturated NaHCO3, brine, dried over Na2SO4 and concentrated. The crude product was purified by flash column chromatography on silica gel to give the desired product.

According to the analysis of related databases, 52568-28-2, the application of this compound in the production field has become more and more popular.

Reference:
Article; Wang, Haifeng; Niu, Youhong; Zhang, Guoying; Ye, Xin-Shan; Tetrahedron Letters; vol. 57; 41; (2016); p. 4544 – 4548;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 1150617-54-1 , The common heterocyclic compound, 1150617-54-1, name is 6-Bromo-1H-pyrazolo[4,3-b]pyridine, molecular formula is C6H4BrN3, 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.

A solution of 6-bromo-lH-pyrazolo[4,3-]pyridine (500 mg, 2.52 mmol) and cesium carbonate (1234.04 mg, 3.79 mmol) in DMF (7.5 mL) was stirred at r.t. lodomethane (189 mu, 3.03 mmol) was added and the reaction mixture was stirred for 1.5 h. The reaction mixture was concentrated in vacuo and the residue was partitioned between water (25 mL) and EtOAc (25 mL). The aqueous phase was further extracted with EtOAc (25 mL). The combined organic phase was washed with brine (25 mL), then dried over MgS04 and filtered. The solvent was removed in vacuo to give the title compounds (584.8 mg) as a 7:3 mixture of regioisomers, which was used in the next step without further separation. Method B HPLC-MS: MH+ mlz 212/214, RT 1.47 minutes (26%) and 1.56 minutes (72%)

The synthetic route of 1150617-54-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; UCB BIOPHARMA SPRL; BRACE, Gareth Neil; CHOVATIA, Prafulkumar Tulshibhai; FOULKES, Gregory; JOHNSON, James Andrew; JONES, Severine Danielle; KROEPLIEN, Boris; LECOMTE, Fabien Claude; LOKE, Pui Leng; LOWE, Martin Alexander; MANDAL, Ajay; NORMAN, Timothy John; PALMER, Christopher Francis; PEREZ-FUERTES, Yolanda; PORTER, John Robert; SMYTH, Donald; TRANI, Giancarlo; UDDIN, Muhammed; ZHU, Zhaoning; (207 pag.)WO2016/198400; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 16135-36-7, 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.16135-36-7, name is Methyl 4-aminonicotinate, molecular formula is C7H8N2O2, molecular weight is 152.15, as common compound, the synthetic route is as follows.

4- [2-(5-Chloro-2-fluoro-phenyl)-7-(2-dimethylamino-ethylamino)-pyrido [2,3-d] – pyrimidin-4-ylamino] -nicotinic acid methyl ester. Crude imino halide, N’-[4-Chloro-2-(5-chloro-2-fluoro-phenyl)-pyrido[2,3-d]pyrimidin-7-yl]-N,N- dimethyl-ethane-l,2-diamine (0.58 g) dissolved in dioxane (80ml) was added Pd(OAc)2 (0.077 g) followed by BINAP (0.115 g), 4-amino-pyridyl-3-carboxylate (0.232 g) and Cs2CO3 (0.748 g). The reaction mixture was heated to 8O0C for 15h. The reaction mixture was cooled to r.t. and filtered through Celite and the crude material was purified by silica gel flash column chromatography (3:2/ethyl acetate:hexane) to give 4-[2-(5-Chloro-2-fluoro-phenyl)-7-(2-dimethylamino-ethylamino)-pyrido[2,3-d]- pyrimidin-4-ylamino] -nicotinic acid methyl ester (0.300 g).

The chemical industry reduces the impact on the environment during synthesis 16135-36-7, I believe this compound will play a more active role in future production and life.

Reference:
Patent; TIBOTEC PHARMACEUTICALS LTD; WO2006/100310; (2006); 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. 6295-87-0, name is 1-Aminopyridinium Iodide. This compound has unique chemical properties. The synthetic route is as follows. Formula: C5H7IN2

General procedure: Potassium carbonate (9.0 mmol) for 3a-t or triethylamine (9.0 mmol) for 3u was added to a solution of 1-aminopyridinium iodide 1 (3.0 mmol) in acetonitrile (25 mL) for 3a-t or EtOH (25 mL) for 3u. The reaction mixtures were stirred vigorously for 10-20 min at room temperature to give a dark purple solution, to which electrophiles 2a-u (3.0 mmol) were added in one portion. The mixtures were stirred at rt for 3-24 h except for 3e, which was heated under reflux for 5h. Mixtures 3a-t were filtered to remove inorganic salts, which were washed with acetonitrile 3-5 times. The combined filtrates were concentrated in vacuo and the residues were purified either by gradient elution chromatography over silica gel and/or by recrystallization.

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, 6295-87-0, 1-Aminopyridinium Iodide.

Reference:
Article; Zhang, Hong; Wang, Zuoquan; Jabeen, Farukh; Gopinathan-Pillai, Girinath; Zhou, Wenfeng; Steel, Peter J.; Hall, C. Dennis; Katritzky, Alan R.; Tetrahedron Letters; vol. 57; 1; (2016); p. 20 – 24;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 5975-12-2, 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.5975-12-2, name is 2,4-Dichloro-3-nitropyridine, molecular formula is C5H2Cl2N2O2, molecular weight is 192.9876, as common compound, the synthetic route is as follows.

Step 3a’. 2-Chloro-N-(4-methoxybenzyl)-3-nitropyridin-4-amine (Compound 0201) To a solution of compound 0109 (1 g, 5.18 mmol) in was in DMF (8.6 mL) was added (4-methoxyphenyl)methanamine (0.71 g, 5.18 mmol) and triethylamine (0.644 mL). The solution was stirred at room temperature for 2 h. The mixture was evaporated to to remove DMF. The resulting mixture was purified by column chromatography on silica gel (EtOAc/petroleum at 10:1) to obtain the title compound 0201 as a yellow solid (1.32 g, 87%): LCMS: 294 [M+1]+; 1H NMR (DMSO-d6) delta 3.72 (s, 3H), 4.40 (d, 2H, J=6.3 Hz), 6.81 (d, 1H, J=5.7 Hz), 6.91 (d, 2H, J=9.0 Hz), 7.25 (d, 2H, J=8.4 Hz), 7.95 (d, 1H, J=5.4 Hz), 8.02 (t, 1H, J=5.7 Hz).

The chemical industry reduces the impact on the environment during synthesis 5975-12-2, I believe this compound will play a more active role in future production and life.

Reference:
Patent; Cai, Xiong; Qian, Changgeng; Zhai, Haixiao; US2008/234314; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 1072-97-5, 5-Bromopyridin-2-amine, 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, Safety of 5-Bromopyridin-2-amine, blongs to pyridine-derivatives compound. Safety of 5-Bromopyridin-2-amine

5-bromo-2-aminopyridine (5.19 g, 30 mmol) was dissolved in 100 mL of anhydrous dichloromethane. 20 ml of triethylamine was added. In ice bath conditions, Slowly add acetyl chloride (2.54 ml) to the above solution. After the addition is complete, Remove the ice bath, The reaction was allowed to rise to room temperature overnight (i.e., reaction for 12 h). After the reaction, Dilute with dichloromethane, Washed (30ml × 3), Wash with saturated NaHCO 3 solution (30ml × 3), Saturated NaCl wash (30ml), The organic phase was dried over anhydrous Na 2 SO 4 . Column chromatography gave 5.65 g of a white solid, yield 88%.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1072-97-5, 5-Bromopyridin-2-amine, and friends who are interested can also refer to it.

Reference:
Patent; Xi’an Jiaotong University; Zhang Jie; Pan Xiaoyan; Liang Liyuan; Lu Wen; Wang Sicen; He Langchong; Si Ru; Wang Jin; (15 pag.)CN109734660; (2019); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 15513-52-7, 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 15513-52-7, name is 2,6-Dimethyl-3-nitropyridine. This compound has unique chemical properties. The synthetic route is as follows.

To a stirred solution of 2,6-dimethyl-3-nitropyridine (200mg, 1.3 mmol, 1.0 eq) in ethanol (10 mL) was added 40 % aqs. formaldehyde (15 mL) followed by water (10 mL) room temperature and stirred for 48 h at 200 C. The aqs solvent was evaporated and crude purified by silica gel column chromatography (100-200 mesh) using ethyl acetate/petrol ether (2 : 8) as eluent to get 2-(6-methyl-5-nitropyridin-2-yl)ethanol (220 mg, 55 %) as yellow liquid.

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 15513-52-7, 2,6-Dimethyl-3-nitropyridine.

Reference:
Patent; GRUeNENTHAL GMBH; FRANK, Robert; BAHRENBERG, Gregor; CHRISTOPH, Thomas; LESCH, Bernhard; WO2013/13815; (2013); 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. 1210419-26-3, name is Methyl 6-bromo-5-fluoropicolinate. This compound has unique chemical properties. The synthetic route is as follows. Safety of Methyl 6-bromo-5-fluoropicolinate

In a sealed tube to a mixture of methyl 6-bromo-5-fluoropyridine-2-carboxylate (374 mg, 1.60 mmol) and (2,6-difluoro-3-methoxyphenyl)boronic acid (150 mg, 0.798 mmol) in THF (6.0 mL) and water (0.6 mL) was added potassium fluoride (153 mg, 2.64 mmol). The reaction mixture was purged with N2 for 5 min., then tris(dibenzylideneacetone)dipalladium (0) (180 mg, 0.20 mmol) and tri-tert-butylphosphine (81 mg, 0.40 mmol) were added subsequently. The reaction mixture was then heated at 100 C. for 30 min. After filtration and concentration of the solution under reduced pressure, the residue was purified by silica gel column chromatography using CombiFlash (0 to 40% EtOAc in hexanes) to give the sub-title compound as a white powder (83.3 mg, 35%). LCMS calc. for C14H11F3NO3 (M+H)+: m/z=298.1. Found: 298.2.

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, 1210419-26-3, Methyl 6-bromo-5-fluoropicolinate.

Reference:
Patent; INCYTE CORPORATION; Xue, Chu-Biao; Li, Yun-Long; Geng, Hao; Pan, Jun; Wang, Anlai; Zhang, Ke; Yao, Wenqing; Zhang, Fenglei; Zhuo, Jincong; US2014/200227; (2014); 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. 5345-47-1, name is 2-Aminonicotinic acid, molecular formula is C6H6N2O2, 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. Product Details of 5345-47-1

General procedure: Method B: To a solution of 3-aminopyridine-2-carboxylic acid (2.74 g, 20 mmol) in anhydrous DMF (100 mL) was added EDC (4.2 g, 22 mmol), HOBt (2.97 g, 22 mmol) and triethylamine (8.2 mL, 60 mmol). alpha-Amino acid methyl ester (22 mmol) was added, and the reaction mixture was stirred overnight. Water (100 mL) was added, and the mixture was extracted with methylene chloride (4 × 100 mL), dried over MgSO4 and concentrated. The compound was purified by silica gel chromatography to give the oil-like open product 6; this was then dissolved in THF (125 mL) under argon. Sodium hydride (0.93 g, 60% dispersion in oil, 26.8 mmol) was added, and the reaction mixture was stirred overnight. Water (5 mL) was carefully added, and the resulting white precipitate was collected. The precipitate was dissolved in ethyl acetate (200 mL), washed with water (50 mL) and brine (50 mL), dried over MgSO4 and concentrated to give product 8.

With the rapid development of chemical substances, we look forward to future research findings about 5345-47-1.

Reference:
Article; El Bouakher, Abderrahman; Laborie, Helne; Aadil, Mina; El Hakmaoui, Ahmed; Lazar, Said; Akssira, Mohamed; Viaud-Massuard, Marie-Claude; Tetrahedron Letters; vol. 52; 39; (2011); p. 5077 – 5080;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 1604-14-4, 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. 1604-14-4, name is 2,6-Dichloro-isonicotinic acid ethyl ester, molecular formula is C8H7Cl2NO2, 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.

Step A: 2,6-Dichloro-isonicotinic acid ethyl ester (45 mmol), Cs2CO3 (1.1 eq.) and Phenol (1 eq.) is dissolved in DMF (100 ml). The reaction suspension is heated to 150 0C for 10 minutes in the microwave. After filtration, the solvent is removed in vacuo. 2-Chloro-6-phenoxy-isonicotinic acid ethyl ester is obtained after column chromatography (Heptan / ethyl acetate) as a colorless oil in a yield of 57 %. HPLC (Method A): 3.59 min, LCMS (Method A): 2.81 min, 287.2 m/z (MH+).

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 1604-14-4, 2,6-Dichloro-isonicotinic acid ethyl ester.

Reference:
Patent; MERCK PATENT GmbH; WO2009/106209; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem