Category: pyridine-derivatives

Related Products of 407-20-5, In the chemical reaction process,reaction time,type of solvent,can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product.An updated downstream synthesis route of 407-20-5 as follows.

Preparation 10: (l-(3-amino-5-fluoropyridin-4-yl)piperidin-4-yl)(4-methylpiperazin-l- yl)methanone (hydrochloride) 17b Scheme 5 Step 1: 3-bromo-4-chloro-5-fluoropyridine hydrochloride 18 [00261] To a solution of diisopropylamine (6.899 g, 9.555 mL, 68.18 mmol) in THF (75 mL) cooled to -78C, was added butyllithium (25 mL of 2.5 M in hexanes, 62.5 mmol). The reaction mixture was allowed to warm to -20C then cooled back down to -78C. A solution of 3-bromo-5-fluoro-pyridine (10 g, 56.82 mmol) in THF (25 mL) was added dropwise keeping temperature below -70C (approx 30 mins). The reaction mixture was stirred at – 78C for 30 min and a solution of 1, 1, 1,2,2,2-hexachloroethane (14.8 g, 62.5 mmol) in THF (20 mL) was then added dropwise, keeping temperature below -70C (over approximately 30 mins). The mixture was stirred at -78C for 20 minutes, allowed to warm to room temperature, cooled back to 0C and quenched with water (100 rnL). EtOAc (400 mL) was then added, and organic layer separated, washed with water (2x), brine (lx), dried (MgS04), filtered and concentrated in vacuo to leave a brown solid. The solid was triturated in pentane (lOOmL) for 10 minutes, then filtered. The filtrate was concentrated in vacuo to afford product as a brown oil that turned to a crystalline solid on standing, 1 1.85 g, 89%). lH NMR (DMSO-d6) delta 8.78 (s, 1H), 8.76 (s, 1H). [00262] To a solution of 3-bromo-4-chloro-5-fluoro-pyridine (7.56 g, 32.18 mmol) in pentane (100 mL) was added hydrogen chloride (2M in ether) (17.7 mL of 2 M, 35.4 mmol). An off-white precipitate formed instantly. The mixture was stirred for 5 minutes then the solid was collected by filtration, washed with pentane and dried by suction to afford the desired product as an off-white solid (4.79 g, 60%). XH NMR (DMSO-d6) delta 8.77 (s, 1H), 8.75 (s, 1H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,407-20-5, its application will become more common.

Reference:
Patent; VERTEX PHARMACEUTICALS INCORPORATED; CHARRIER, Jean-Damien; DAVIS, Chris; DURRANT, Steven; JARDI, Gorka, Etxebarria I; FRAYSSE, Damien; KAY, David; KNEGTEL, Ronald; PIERARD, Francoise; PINDER, Joanne; STORCK, Pierre-Henri; WO2014/143240; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 104830-06-0, 2-Amino-3-iodopyridine, 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 2-Amino-3-iodopyridine, blongs to pyridine-derivatives compound. Safety of 2-Amino-3-iodopyridine

General procedure: solution of acids 7, 9, 14, 21, 42-45 (1 mmol), EDC (0.19 g,1.1 mmol) and HOBt (0.13 g, 1 mmol) in anhydrous MeCN (10 mL)was stirred at r.t. for 30 min, then the appropriate amine (1 mmol)was added. The mixture was stirred at r.t. for 12 h in the case ofaliphatic amines and 36 h in the case of heteroaromatic and aromaticamines. After the solvent was removed under vacuum. Theresidue was dissolved in ethyl acetate (AcOEt) (20 mL) and washedsequentially with brine (2 x 5 mL), 10% citric acid (2 x 5 mL),saturated NaHCO3 aqueous solution (2 x 5 mL) and water(2 x 5 mL). The organic layer was dried over anhydrous Na2SO4 andevaporated under vacuum to give the title amides.

The synthetic route of 104830-06-0 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Deplano, Alessandro; Morgillo, Carmine Marco; Demurtas, Monica; Bjoerklund, Emmelie; Cipriano, Mariateresa; Svensson, Mona; Hashemian, Sanaz; Smaldone, Giovanni; Pedone, Emilia; Luque, F. Javier; Cabiddu, Maria G.; Novellino, Ettore; Fowler, Christopher J.; Catalanotti, Bruno; Onnis, Valentina; European Journal of Medicinal Chemistry; vol. 136; (2017); p. 523 – 542;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 5344-27-4 ,Some common heterocyclic compound, 5344-27-4, molecular formula is C7H9NO, 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-(pyridin-4-yl)ethan-1-ol (1 g, 8.13 mmol) in THF (30 mL) was added Et3N (1.7 mL, 12.1 mmol) and mesyl chloride (1.1 g, 9.75 mmol) at 0 C and stirred at same temperature for 3 h. The mixture was diluted with cold water (20 mL), adjusted pH to ?7 with saturated aqueous sodium bicarbonate solution and extracted the product with EtOAc (30 mL). The combined organic layer was dried, filtered and evaporated affording a yellow solid (1.1 g, crude). M/z 202.1 (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. 5344-27-4, 4-(2-Hydroxyethyl)pyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Antabio SAS; The designation of the inventor has not yet been filed; (149 pag.)EP3628672; (2020); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 829-45-8, 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 829-45-8, name is Methyl 3-(4-Pyridyl)-3-oxopropanoate. This compound has unique chemical properties. The synthetic route is as follows.

General procedure: A mixture of aldehyde 1a-1i or 5a-5k (4 mmol), malononitrile (4 mmol), dimethyl 3-oxo-1,5-pentanedioate or methyl/ethyl 3-oxo-3-arylpropanoate (4 mmol), respectively, and DIPEA (6 mmol) in EtOH (20 mL) was stirred at room temperature. The reaction progress was monitored by TLC. After completion of the reaction, the solid material that formed was collected by filtration and recrystallized from EtOH to obtain the desired product.

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 829-45-8, Methyl 3-(4-Pyridyl)-3-oxopropanoate.

Reference:
Article; Li, Jun; Li, Jie; Hu, Shi-yu; Chen, Ye; Liu, Ju; Russian Journal of Organic Chemistry; vol. 55; 11; (2019); p. 1791 – 1799; Zh. Org. Khim.;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 61338-13-4, 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. 61338-13-4, name is 2-(4-Methyl-2-phenylpiperazin-1-yl)nicotinic acid, molecular formula is C17H19N3O2, 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 1000 ml three-necked flask, 600 ml of tetrahydrofuran, 2- (4-methyl-2-phenyl-1-piperazinyl)(134 g, 0.45 mol),Zinc chloride (306 g, 2.25 mol) was added sodium borohydride (85 g, 2.25 mol) in portions carefully. The temperature was raised to 60-85 C after addition and reflux with stirring for 16 hours, cooled to 0 C and carefully quenched with methanol The reaction mixture was removed under reduced pressure. 600 ml of 6N hydrochloric acid was added and the mixture was heated to 80 C with heating and stirred for 1 hour. The mixture was cooled to room temperature and extracted with methylene chloride (2 L × 3). The organic phase was dried over 1 kg of anhydrous sodium sulfate, A white solid was obtained. The white solid was further dried by blowing with air at 50 C to give 113 g of 1-(3-hydroxymethylpyridin-2-yl) -4-methyl-2-phenylpiperazine as a white solid in 89% yield.

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 61338-13-4, 2-(4-Methyl-2-phenylpiperazin-1-yl)nicotinic acid.

Reference:
Patent; Beijing Ha Sanlian Science And Technology Co., Ltd.; Harbin Sanlian Pharmaceutical Co., Ltd.; Liu Jinai; Li Yuanzhen; Ning Ruibo; Wang Mingxin; (8 pag.)CN105367571; (2017); B;,
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. 106877-33-2, name is 5-Amino-2-(trifluoromethyl)pyridine. This compound has unique chemical properties. The synthetic route is as follows. Safety of 5-Amino-2-(trifluoromethyl)pyridine

Oxalylchloride (132 muL, 1.5 mmol) was added dropwise to a stirred suspension of benzoicacid 124 (350 mg, 1.0 mmol) and DMF (1 drop) in dry THF (20 mL) and thesolution was stirred at 20 C. for 2 h, then at 66 C. for 1 h. The solutionwas cooled to 20 C., then the solvent was evaporated and the residue dissolvedin dry pyridine (10 mL). 6-Trifluoromethyl-3-pyridinylamine (180 mg, 1.1 mmol)was added and the solution stirred at 20 C. for 16 h. The solvent wasevaporated and the residue suspended in ice/water (50 mL) for 1 h. Theprecipitate was filtered, washed with water (5 mL) and dried. The crude solidwas purified by column chromatography, eluting with a gradient (50-100%) ofEtOAc/pet. ether, to give benzamide 136 (268 mg, 54%).

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, 106877-33-2, 5-Amino-2-(trifluoromethyl)pyridine.

Reference:
Patent; THEBOARD OF TRUSTEES OF THE LELAND STANFORD JUNIOR UNIVERSITY; AUCKLANDUNISERVICES LIMITED; SUTPHIN, PATRICK; CHAN, DENISE; TURCOTTE, SANDRA; DENNY, WILLIAMALEXANDER; HAY, MICHAELPATRICK; GIDDENS, ANNACLAIRE; BONNET, MURIEL; GIACCIA, AMATO; (181 pag.)JP5789603; (2015); B2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 1060805-69-7, 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. 1060805-69-7, name is 1-(4-Bromopyridin-2-yl)ethanone. A new synthetic method of this compound is introduced below.

Methyl 2-bromo benzoate (methyl-2-bromobenzoate) (1 eq.)Was dissolved in 180 mL THF, into the NaH (2 eq.) Was stirred for 30 minutes. After stirring, 1 – (4-bromo-2-yl) ethane-1-one (1- (4-bromopyridin-2-yl) ethan-1-one) was dropwise added (1 eq.) Slowly. Stirred for 2 hours at room temperature and heated at 100 16 hours. When the reaction is complete and then lower the temperature to room temperature, then extracted using ethyl acetate (ethyl acetate) and 1N HCl, aqueous NaHCO3, H2O. Purification separated by column chromatography to give a 12-1 after extraction.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1060805-69-7, 1-(4-Bromopyridin-2-yl)ethanone, and friends who are interested can also refer to it.

Reference:
Patent; Hee Sung Material Co., Ltd; Lee, Hyun Ju; Kim, Gi Yeong; Lee, Do Hyung; Choe, Jin Sok; Uhm, Song Jin; Lee, Ju Dong; (46 pag.)KR2016/1537; (2016); A;,
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. 77168-63-9, name is 4-(Pyridin-4-yl)thiazole-2-thiol. A new synthetic method of this compound is introduced below., Product Details of 77168-63-9

A reactor was charged with 143.3 g of 4-(4-Pyridyl)-1,3-thiazole-2-thiol, 570 ml of tetrahydrofuran, 145 ml of methanol. The obtained mixture was thermo-regulated to 20-25°C, and at this temperature 126.3 g of sodium methylate solution 30percent in methanol were carefully added. The obtained mixture was left under stirring until complete dissolution then cooled to -2-0°C and maintained at that temperature. In a different reactor a solution of 450 g of benzhydryl (6R,7R)-7f3-[(phenylacetyl)amino]-3- [(methylsulfonyl)oxy]-3-cephem-4-carboxylate in 1.3 1 of tetrahydrofuran was prepared, which was cooled to -5-0°C. The 4-(4-pyridyl)-1,3-thiazole-2-thiol sodium salt solution was then added to the substrate solution, by maintaining the temperature at -5-0°C. At the end of the addition thetemperature was set to -2-0°C and the mixture was maintained under stirring for about 2 h. The mixture was then diluted with 2.5 1 of ethyl acetate and washed three times with brine. The aqueous phases were eliminated and the organic phase was treated with decolorizing charcoal and concentrated under reduced pressure to about half volume and diluted with 1.5 1 of toluene two times, then concentrated again under vacuum to about half volume and diluted with 700 mlof toluene. The mixture was stirred at 25-30°C for 30±5 minutes, then cooled to 0-5°C and maintained at this temperature for 60 about 1 h. The mixture was filtered, the cake washed with toluene and dried overnight under vacuum at about 40°C yielding 455 g of crystalline toluene hemi-solvate of benzhydryl (6R,7R)-7f3 -[(phenylacetyl)amino] -3- [4-pyridyl-2-thiazolylthio] -3- cephem-4-carboxylate. MW: 1545.92 (Toluene solvated form)Yield: 82percentDSC: 104-106 °C (melting endotherm)TGA: weight loss of about 4.54percent,1H NMR: (D6-DMSO) oe 2.29, 3.54, 3.68, 3.93, 5.30, 5.87, 6.98, 7.16-7.38, 7.89, 8.54, 8.60 and9.28 ppm13C NMR: (D6-DMSO) oe20.99, 29.34, 40.13, 41.56, 58.41, 59.59, 79.24, 118.47, 120.20, 121.55,125.26, 126.47-140.12, 150.36, 125.86, 160.41, 161.23, 164.77, 170.92 ppm;IR spectrum (KBr): 3280 (NH), 3034 (CH-aromatic), 2960,(CH-aliphatic), 1791 (f3-LactumC=O), 1702 (Ester C=O), 1654 (Amide C=O), 1535 (Pyridine C=N) and 1011 (C-O), cm-iMass spectrum: mlz = [M+j = 677.13 (Non-solvated form).

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, 77168-63-9, 4-(Pyridin-4-yl)thiazole-2-thiol.

Reference:
Patent; FRESENIUS KABI ANTI-INFECTIVES SRL; RICCI, Antonio; ZANON, Jacopo; (42 pag.)WO2016/128580; (2016); A1;,
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. 39856-50-3, name is 5-Bromo-2-nitropyridine, the common compound, a new synthetic route is introduced below. Product Details of 39856-50-3

Method- 1Piperazine (85 g) and 5-Bromo-2-nitropyridine (100 g) were added in DMF and cooled to 50-60C, followed by addition of 2-propanol (1000 ml) and stirred for 1 hr. The reaction mixture was further cooled to 20-30C and stirred for 2-3 hrs. The reaction mass was filtered under vacuum and washed with 2-propanol. The resulting solid was treated with Boc anhydride (161 g) in the presence of diisopropyl ethyl amine (95 g) in dichloromethane (500 ml) at ambient temperature. Product was isolated by addition of n-heptane (1200 mL) followed by filtration and washing with n-heptane and dried under vacuum at 50-60C to give pale yellow solid (130 g).Yield: 85.0 %; HPLC Purity: 99.0%

The synthetic route of 39856-50-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; FRESENIUS KABI ONCOLOGY LTD.; SOKHI, Sarbjot Singh; SINGH, Govind; LAHIRI, Saswata; PANDEY, Maneesh Kumar; TIWARI, Raj Narayan; SHUKLA, Sonu; MUSMADE, Sachin; DUA, Heena; CABRI, Walter; (70 pag.)WO2019/82143; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 14529-54-5, 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. 14529-54-5, name is 3,5-Dibromo-1-methylpyridin-2(1H)-one, molecular formula is C6H5Br2NO, 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.

Example 335a 5-Bromo-3-(6,6-dimethyl-6,7-dihydro-4H-pyrazolo[5,1-c][1,4]oxazin-2-ylamino)-1-methylpyridin-2(1H)-one 335a A 100-mL round-bottomed flask equipped with a reflux condenser was charged with 1,4-dioxane (10 mL), 6,6-dimethyl-6,7-dihydro-4H-pyrazolo[5,1-c][1,4]oxazin-2-amine 330g (167 mg, 1.0 mmol), 3,5-dibromo-1-methylpyridin-2(1H)-one (320 mg, 1.2 mmol), Pd2(dba)3 (91 mg, 0.10 mmol), XantPhos (116 mg, 0.20 mmol), and cesium carbonate (652 mg, 2.0 mmol). After three cycles of vacuum/argon flush, the mixture was heated at 100 C for 3 h. It was then filtered and the filtrate was evaporated under reduced pressure. The residue was purified by silica-gel column chromatography eluting with 100:1 dichloromethane/methanol to afford 335a (210 mg, 60%) as a yellow solid. MS-ESI: [M+H]+ 352.9

According to the analysis of related databases, 14529-54-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; F.Hoffmann-La Roche AG; CRAWFORD, James John; ORTWINE, Daniel Fred; WEI, BinQing; YOUNG, Wendy B.; EP2773638; (2015); B1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem