Day: March 11, 2021

Related Products of 103-74-2, 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.103-74-2, name is 2-(2-Hydroxyethyl)pyridine, molecular formula is C7H9NO, molecular weight is 123.1525, as common compound, the synthetic route is as follows.

6-Hydroxy-1-oxo-3-phenyl-1H-indene-2-carboxylic acid ethyl ester (300mg, 1.019mmol) obtained in Preparation Example 2 was dissolved in THFlbenzene (30mL/10mL). 2-Pyridine ethanol (308mg, 2.039mmol) and triphenyl phosphine (534mg, 2.039mmol) were added thereto, and cooled to 0C. Subsequently, diisopropyl azodicarboxilate (412mg, 2.039mmol) was slowly dropped thereto and stirred for lhr at RT. The resulting mixture was washed with saturated saline and extracted with ethyl acetate. The organic layer was separated, dried over anhydrous MgS04 and concentrated under a reduced pressure. The resulting residue was purified by flash chromatography to obtain 388g of 6-[2-(pyridine-2-yl)-ethoxy]-l-oxo-3-phenyl-lH-indene-2-carboxylic acid ethyl ester (yield: 89%) as a red solid. Then, 1-oxo-3-phenyl-6-(2-pyridine-2-yl-ethoxy)-lH-indene-2-carboxylic acid ethyl ester (60mg, 0.15mmol) thus obtained was dissolved in THF and phenylmagnesium chloride (0.15mL, 0.3mmol) was added thereto. The mixture was stirred for 5 minutes at RT, washed with sodium chloride solution and extracted with ethyl acetate. The organic layer was separated, dried over anhydrous MgS04 and concentrated under a reduced pressure. The resulting residue was purified by flash chromatography to obtain 44mg of the titled compound (yield: 61%)

Statistics shows that 103-74-2 is playing an increasingly important role. we look forward to future research findings about 2-(2-Hydroxyethyl)pyridine.

Reference:
Patent; KOREA RESEARCH INSTITUTE OF CHEMICAL TECHNOLOGY; JEIL PHARM. CO., LTD.; KOREA RESEARCH INSTITUTE OF BIOSCIENCE AND BIOTECHNOLOGY; CJ CORP.; WO2005/100297; (2005); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 13959-02-9 ,Some common heterocyclic compound, 13959-02-9, molecular formula is C6H4BrNO2, 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 mixture of 3-bromoisonicotinic acid (2.5 g, 12.37 mmol, 1 eq.) and TEA (3.44 mL, 24.75 mmol, 2.0 eq.) in THF (100 mL) was added methyl chloroformate (1.2 mL, 14.85 mmol, 1.2 eq.) at 0 C. The mixture was stirred at 0 C. for 10 min and filtered. To this filtrate was added a suspension of NaBH4 (0.95 g, 24.75 mmol, 2 eq.) in water (1.0 mL) at 0 C. The mixture was stirred at 0 C. for 1 h, quenched with NH4Cl(aq) solution, extracted with EtOAc twice. The combined organic layers were dried over Na2SO4, concentrated, and purified on silica gel using a mixture of EtOAc and hexanes as eluent to give (3-bromopyridin-4-yl)methanol (1.2 g, 52%) as a white solid. 1H NMR (400 MHz, CDCl3) delta 8.48 (s, 1H), 8.37 (d, J=4.9 Hz, 1H), 7.37 (d, J=4.9 Hz, 1H), 4.61 (d, J=5.5 Hz, 2H), 2.3 (t, J=5.5 Hz, 1H). LRMS (M+H+) m/z 188.0.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,13959-02-9, its application will become more common.

Reference:
Patent; Global Blood Therapeutics, Inc.; The Regents of the University of Califorina; Cytokinetics, Inc.; Metcalf, Brian; Chuang, Chihyuan; Warrington, Jeffrey; Paulvannan, Kumar; Jacobson, Matthew P.; Hua, Lan; Morgan, Bradley; US2015/344483; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 59237-53-5, 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.59237-53-5, name is Methyl 6-chloro-5-nitronicotinate, molecular formula is C7H5ClN2O4, molecular weight is 216.58, as common compound, the synthetic route is as follows.

To a solution of methyl 6-chloro-5-nitronicotinate (700 mg, 3.23 mmol) in CH2CI2 (20 mL) were added (2-methyloxazol-4-yl)methanamine (362 mg, 3.23 mmol) and N,N- diisopropylethylamine (0.734 mL, 4.20 mmol), and the reaction mixture was stirred at room temperature for 20 hours. The mixture was concentrated, and the resulting residue was washed with water and dried under vacuum to give the desired product (920 mg) as a pale yellow solid. LC-MS (ES) m/z = 293 [M+H]+. NMR (400 MHz, CD3OD): 5 2.45 (s, 3H), 3.93 (s, 3H), 4.79 (d, J = 1 .0 Hz, 2H), 7.74 (t, J = 1 .0 Hz, 1 H), 8.93 – 8.96 (m, 1 H), 8.96 – 8.99 (m, 1 H).

Statistics shows that 59237-53-5 is playing an increasingly important role. we look forward to future research findings about Methyl 6-chloro-5-nitronicotinate.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; MEDINA, Jesus Raul; TIAN, Xinrong; NG DI MARCO, Christina; GRAYBILL, Todd L.; HEERDING, Dirk A.; LI, William Hoi Hong; MANGATT, Biju; MARTYR, Cuthbert D.; RIVERO, Raphael Anthony; (570 pag.)WO2019/49061; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 944401-56-3, 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 944401-56-3, name is 5-Bromo-4-(trifluoromethyl)pyridin-2-amine. This compound has unique chemical properties. The synthetic route is as follows.

5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-4-(trifluoromethyl)pyridin- 2-amine:To a dry 25 ml flask was added 5-bromo-4-(trifluoromethyl)pyridin-2-amine (300 mg, 1.24 mmol, 1.0 eq.), potassium acetate (366 mg, 3.73 mmol, 3.0 eq.), bis(pinacolato)diboran (348 mg, 1.37 mmol, 1.1 eq.) and dioxane (8 ml). Argon was bubbled through the solution for 15 minutes, at which time 1 ,1- bis(diphenylphosphino)ferrocene-palladium(ll)dichloride dichloromethane complex (50.8 mg, 60 mumol, 0.05 eq.) was added. The reaction was refluxed in a 115 0C oil bath for 8 hours under argon. After cooling to room temperature, the dioxane was removed in vacuo. Ethyl acetate was added and the resulting slurry was sonicated and filtered. Additional ethyl acetate was used to wash the solid. The combined organic extracts were concentrated and the crude material was partially purified by silica gel chromatography (hexane/ethyl acetate 6:4). Upon removal of solvent, hexane was added, decantation was done and resulting colorless solid was dried on a high vacuum for three days. Analytical data:1H NMR (400 MHz, CDCI3): delta 8.49 (S1 1H), 6.71 (s, 1H), 4.86 (s, 2H), 1.33 (s, 12H),1.27 (s, 2H), 1.24 (s, 2H).19F (400 MHz, CDCI3): delta -64.24.ESI-MS (70 eV, m/z): calcd. for Ci2H16BF3N2O2 [M+H] +: 289.13, found 289.10.

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 944401-56-3, 5-Bromo-4-(trifluoromethyl)pyridin-2-amine.

Reference:
Patent; UNIVERSITY OF BASEL; CMILJANOVIC, Vladimir; CMILJANOVIC, Natasa; GIESE, Bernd; WYMANN, Matthias; WO2010/52569; (2010); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 886372-63-0, 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. 886372-63-0, name is 3-Amino-5-fluoro-6-methoxypyridine, molecular formula is C6H7FN2O, 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.

NaHMDS (1.0M in THF; 1.279 mL, 1.279 mmol) was added to a solution of (¡À)-4-(5-(1-(tert-butyldimethylsilyloxy)propan-2-yl)-2-fluoropyridin-3-yl)-6-methyl-1,3,5-triazin-2-amine (9f; 201.2 mg, 0.533 mmol) and 5-fluoro-6-methoxypyridin-3-amine (27; 91 mg, 0.640 mmol) in THF (5.0 mL) at 0 C, and the resulting solution was stirred at 0 C for 1.5 h. AdditionalNaHMDS (1.0M in THF; 0.300 mL, 0.300 mmol)was then added, and the resulting mixture was stirred at 0 C for 30 min. Excess NaHMDS was carefully quenched with saturated aqueous NH4Cl (5 mL), and the resulting mixture was partitioned between DCM (50 mL) and half-saturated aqueous NH4Cl (30 mL). The aqueous layer was extracted with DCM (30 mL), and the combined organic extracts were dried over sodium sulfate, filtered, and concentrated in vacuo. Chromatographic purification of the residue (silica gel, 0-70% EtOAc/hexanes) furnished (¡À)-4-(5-(1-(tert-butyldimethylsilyloxy)propan-2-yl)-2-(5-fluoro-6-methoxypyridin-3-ylamino)pyridin-3-yl)-6-methyl-1,3,5-triazin-2-amine (241.0 mg, 0.482 mmol, 91% yield) as a yellow-orange solid.

According to the analysis of related databases, 886372-63-0, the application of this compound in the production field has become more and more popular.

Reference:
Article; Lanman, Brian A.; Reed, Anthony B.; Cee, Victor J.; Hong, Fang-Tsao; Pettus, Liping H.; Wurz, Ryan P.; Andrews, Kristin L.; Jiang, Jian; McCarter, John D.; Mullady, Erin L.; San Miguel, Tisha; Subramanian, Raju; Wang, Ling; Whittington, Douglas A.; Wu, Tian; Zalameda, Leeanne; Zhang, Nancy; Tasker, Andrew S.; Hughes, Paul E.; Norman, Mark H.; Bioorganic and Medicinal Chemistry Letters; vol. 24; 24; (2014); p. 5630 – 5634;,
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. 1659-31-0, name is Dipyridin-2-yl carbonate, molecular formula is C11H8N2O3, 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. Recommanded Product: 1659-31-0

Under nitrogen atmosphere, to a stirred mixture of (4-cyclohexylphenyl)-methanol (0.3 g, 1.58 mmol) in dry CH2Cl2 (2 mL), DMAP (0.019 g, 0.16 mmol) and di-2-pyridyl-carbonate (0.411 g, 1.90 mmol) were added. The reaction mixture was left to react at rt for 15 h, then diluted with CH2Cl2 and washed first with a saturated NH4Cl solution (3.0 mL) and subsequently with a saturated NaHCO3 solution (3¡Á3 mL). The organic fraction was dried over Na2SO4, filtered and concentrated to dryness to afford a colorless oil (0.464 g, 95%), as a mixture (ratio 1.8:1) of (4-cyclohexylphenyl)-methyl-2-pyridyl carbonate and (4-cyclohexylphenyl)-methyl-2-oxopyridine-1-carboxylate. The mixture of isomers was not separated and used in the next step without any further purification. MS (ESI) m/z: 350 [M-K]+.

With the rapid development of chemical substances, we look forward to future research findings about 1659-31-0.

Reference:
Patent; The Regents of the University of California; Fondazione Istituto Italiano Di Technologia; Universita Degli Studi Di Parma; Universita Degli Studi Di Urbino ?Carlo Bo?; Piomelli, Daniele; Bandiera, Tiziano; Mor, Marco; Tarzia, Giorgio; Bertozzi, Fabio; Ponzano, Stefano; (102 pag.)US9353075; (2016); B2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 929617-35-6, 5-Bromo-1H-pyrazolo[3,4-c]pyridine, 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-Bromo-1H-pyrazolo[3,4-c]pyridine, blongs to pyridine-derivatives compound. Safety of 5-Bromo-1H-pyrazolo[3,4-c]pyridine

General procedure: To a stirred solution of 5-bromo-1H-pyrrolo[2,3-c]pyridine (500 mg, 2.53 mmol) in DMF (5 mL), K2C03(875 mg, 6.345 mmol) was added. After 10min, ferf-butyl 3-bromopropylcarbamate (724 mg, 3.045 mmol) was added and the reaction mixture was heated at 60C for 26h. The reaction mixture was cooled to RT, poured into ice water and extracted with EtOAc (2 x100 mL). The organic layer was washed with brine solution (2 x 20 mL), dried over anhydrous Na2SO4, filtered and the filtrate was concentrated to dryness. The crude compound was triturated with n-pentane to afford the title compound (200 mg, 27%) as a yellow solid. LC-MS (method 1): Rt = 2.15 min; m/z = 354.18 (M+H+).

The synthetic route of 929617-35-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ORYZON GENOMICS, S.A.; SALAS SOLANA, Jorge; CARCELLER GONZALEZ, Elena; ORTEGA MUNOZ, Alberto; (195 pag.)WO2018/149986; (2018); 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. 33631-09-3, name is 3-Amino-4-methoxypyridine. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: 33631-09-3

To a solution of 4-methoxypyridin-3-amine (purchased from Ark Pharm Inc.), (3 g) in concentrated HCl (22.17 mL) was added bromine (1.49 mL) dropwise over a 30 s period and the mixture stirred at rt for 1 h and then at 55 C. over the weekend. The reaction mixture was allowed to cool to rt and then poured into ice (250 g). Concentrated NH4OH was added until the pH of the solution was basic (pH ?9). The resulting solution was then partitioned between H2O and EtOAc and the two layers separated. The aqueous layer was extracted with EtOAc (2*) and the combined organic layers washed with water and brine, dried (MgSO4), filtered and evaporated under vacuum to give a solid which was dissolved in DCM and purified by column chromatography (normal phase, 100 g, Biotage SNAP cartridge KP-Sil, 50 mL/min, gradient 0-20% EtOAc in n-hexane) to give the desired product (2.74 g). LCMS: m/z 203.37 [M+H]+. 1H NMR (400 MHz, CDCl3) ppm 3.93 (s, 3H) 3.95-4.60 (br. s., 2H) 6.69 (d, J=5.4 Hz, 1H) 7.76 (d, J=5.3 Hz, 1H)

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, 33631-09-3, 3-Amino-4-methoxypyridine.

Reference:
Patent; Payne, Andrew; Castro Pineiro, Jose Luis; Birch, Louise Michelle; Khan, Afzal; Braunton, Alan James; Kitulagoda, James Edward; Soejima, Motohiro; US2015/94328; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 183208-35-7, 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. 183208-35-7, name is 5-Bromo-1H-pyrrolo[2,3-b]pyridine, molecular formula is C7H5BrN2, 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 solution of commercially available 5-bromo-1H-pyrrolo[2,3-b]pyridine (5.60 g, 28.4 mmol) in CH2Cl2 (25 mL) was added N-iodosuccinimide (7.67 g, 34.1 mmol). The reaction mixture was stirred at ambient temperature for 2 h. The precipitate was filtered and washed with cold CH2Cl2 (2*5 mL) to provide the title compound as a light tan solid (7.17 g, 78% yield) which was used as is in the next step without further purification: MS (ES) m/z 323 (M+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 183208-35-7, 5-Bromo-1H-pyrrolo[2,3-b]pyridine.

Reference:
Patent; Jacobsen, Eric Jon; Blinn, James Robert; Springer, John Robert; Hockerman, Susan L.; Anderson, David Randolph; (120 pag.)US2018/208594; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 393-53-3 ,Some common heterocyclic compound, 393-53-3, molecular formula is C6H4FNO2, 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 : Synthesis of 3-[(4-iodo-2-fluoro)amino]isonicotinic acid.; 3-Fluoro-isonicotinic acid (1g, 7.09mmol) and 4-iodo-2-fluoroaniline (1.68g, 7.09mmol) was added to 10mI of dry THF and the mixture was cooled to -78C. LiHMDS (1 M in THF, 24.8ml) was added and the mixture was al lowed to warm to room temperature over night. Solid ammonium hydrochloride (2g) was added and after 1h the mixture was filtered and the volatiles were removed in vacuo. The crude material was purified by flash-chromatography using C2-modified silica a nd a gradient of 0-12% methanol in DCM as eluent to give 932mg (2.32mmol; 33% yield) of pure desired carboxylic acid product.

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. 393-53-3, 3-Fluoroisonicotinic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; APPLIED RESEARCH SYSTEMS ARS HOLDING N.V.; WO2006/45514; (2006); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem