Day: March 18, 2021

Application of 1198408-35-3, 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 1198408-35-3, name is tert-Butyl 4-(6-aminopyridin-3-yl)piperidine-1-carboxylate. This compound has unique chemical properties. The synthetic route is as follows.

General procedure: Pd2(dba)3 (86.4mg, 0.09mmol) and Xant-phos (109.2mg, 0.19mmol) were added under N2 to a solution of 154 1E (290.0mg, 0.94mmol), INT-7 (228.6mg, 1.04mmol), and 152 potassium phosphate (400.5mg, 1.88mmol) in 111 1,4-dioxane (10mL). Then the mixture was reacted in the microwave at 150C for 1h. The mixture was cooled to RT, filtered, diluted with water (10mL), and extracted with DCM (10mL¡Á3). The combined organic layers were washed with brine (30mL), dried over anhydrous Na2SO4, concentrated under a vacuum, and purified by preparative thin-layer chromatography to obtain 157 compound 1 (140.3mg; yield, 30%) as a yellow solid.

According to the analysis of related databases, 1198408-35-3, the application of this compound in the production field has become more and more popular.

Reference:
Article; Yin, Lei; Li, Heng; Liu, Wenjian; Yao, Zhenglin; Cheng, Zhenzhen; Zhang, Huabei; Zou, Hui; European Journal of Medicinal Chemistry; vol. 144; (2018); p. 1 – 28;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 71469-82-4, Adding some certain compound to certain chemical reactions, such as: 71469-82-4, name is Ethyl 2-(6-aminopyridin-2-yl)acetate,molecular formula is C9H12N2O2, 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 71469-82-4.

To a stirred solution of ethyl 2- (6-aminopyridin-2-yl) acetate (1 g, 5.55 mmol, 1 equiv) in EtOH (20 mL) was added NaOH (0.3 g, 8.32 mmol, 1.5 equiv) in portions at room temperature. The resulting mixture was stirred for 3 hours at 50C under nitrogen atmosphere. The precipitated solids were collected by filtration to affored sodium 2- (6-aminopyridin-2-yl) acetate (0.8 g, 82.79%) as white solid. 1H NMR (Deuterium Oxide, 400 MHz) delta 3.48 (2H, s), 6.54 (1H, d), 6.65 (1H, d), 7.49 (1H, t).

According to the analysis of related databases, 71469-82-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; DIZAL (JIANGSU) PHARMACEUTICAL CO., LTD.; ZENG, Qingbei; QI, Changhe; TSUI, Honchung; YANG, Zhenfan; ZHANG, Xiaolin; (206 pag.)WO2020/52631; (2020); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 152460-09-8, 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 152460-09-8 as follows.

N-(2-methyl-5-nitrophenyl)-4-(3-pyridyl)-2-pyrimidine-amine (35 g, 0.114 mol) and stannous chloride dihydrate (128.5 g, 0.569 mol) were dissolved in a solvent mixture of ethyl acetate and ethanol (250 ml, 10/1, v/v), and the reaction solution was refluxed for 4 hours. The solution was cooled to room temperature, washed with 10% aqueous sodium hydroxide solution, and concentrated to give N-(5-amino-2-methylphenyl)-4-(3-pyridyl)-2-pyrimidine-amine (35 g). Rf=0.45 (Methylene chloride_Methanol=9:1). 1H-NMR(DMSO-d6)=2.04(s, 3H), 6.30-6.34(m, 1H), 6.76-6.77(m, 1H), 6.84-6.87 (d, 1H), 7.34-7.35(m, 1H), 7.50-7.56(m, 1H), 8.38-8.47(m, 1H), 8.53-8.57(m, 2H), 8.66-8.70(m, 1H), 9.23-9.24(d, 1H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,152460-09-8, its application will become more common.

Reference:
Patent; IL YANG PHARM. CO., LTD.; US2004/248918; (2004); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 5938-16-9, 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. 5938-16-9, name is 4-(4-Methoxyphenyl)pyridine. A new synthetic method of this compound is introduced below.

To chloro sulfuric acid (10 mL) was added 4-(4-methoxy-phenyl)-pyridine (1.28 g, 6.91 mmol) portionwise at 0C and the mixture was stirred at room temperature for 4 h. The mixture was poured into ice-water, neutralized with saturated NaHC03 to pH = 7-8 and extracted with EtOAc (25 mL x3). The extracts were dried over Na2S04 and concentrated in vacuum to afford 600 mg (yield: 31%) of 2-methoxy-5-pyridin-4-yl-benzenesulfonyl chloride. [00200] 1H NMR (DMSO-d6): delta = 8.70 (IH, s), 8.29 (IH, s), 8.09 (IH, d), 7.77 (IH, d), 7.44- 7.41 (2H, m), 7.36 (IH, d), 4.12 (3H, s).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,5938-16-9, 4-(4-Methoxyphenyl)pyridine, and friends who are interested can also refer to it.

Reference:
Patent; SANFORD-BURNHAM MEDICAL RESEARCH INSTITUTE; PINKERTON, Anthony, B.; DAHL, Russell; COSFORD, Nicholas, D.P.; MILLAN, Jose, Luis; WO2013/126608; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 1235865-75-4, 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 1235865-75-4, name is Methyl 2-((1H-pyrrolo[2,3-b]pyridin-5-yl)oxy)-4-fluorobenzoate. This compound has unique chemical properties. The synthetic route is as follows.

(0085) A mixture of Compound 3H (1.55 g), Compound 3E (2.42 g), and HK2PO4 (1.42 g) in dimethylsulfoxide (20 ml) at 135 C. was stirred for 24 hours. The reaction was cooled, diluted with ether (400 ml), and washed with 3¡Á1M NaOH, and brine, and concentrated. The crude product was chromatographed on silica gel with 10-50% ethyl acetate/hexanes.

According to the analysis of related databases, 1235865-75-4, the application of this compound in the production field has become more and more popular.

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

Application of 1034467-80-5, 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.1034467-80-5, name is 5-Cyclopropyl-2-fluoropyridine, molecular formula is C8H8FN, molecular weight is 137.15, as common compound, the synthetic route is as follows.

Preparation 155-Cyclopropyl-2-fluoro-3-iodo-pyridineCool a solution of 5-cyclopropyl-2-fluoro-pyridine (1.3 g, 9.5 mmol) in THF (20 mL) to -75 0C in a dry ice-acetone bath under nitrogen. Add lithium diisopropylamide (2 M in THF, 6 mL, 12 mmol) during a period of 30 min. Stir the mixture for another 3 h before adding iodine (2.9 g, 11.4 mmol, dissolved in 50 mL of THF). Keep stirring for 2 more hours before adding water (100 mL) to the mixture. Then allow to warm to RT during 1 h under stirring. Treat the mixture with a saturated sodium thiosulfate solution (50 mL). Extract the solution with ether. Concentrate the solution in vacuo. Purify by column chromatography (hexane-^ 20% ethyl acetate in hexane) to afford the title compound as a yellow oil (1.7 g, 68 %). 1H NMR (400 MHz- CDCl3) delta 7.99 (d, J= 3 Hz, IH), 7.39 (td, J= 3, 5 Hz, IH), 6.79 (dd, J= 3, 8 Hz, IH), 0.96-1.02 (m, 2H), 0.63-0.69 (m, 2H).

Statistics shows that 1034467-80-5 is playing an increasingly important role. we look forward to future research findings about 5-Cyclopropyl-2-fluoropyridine.

Reference:
Patent; ELI LILLY AND COMPANY; WO2008/144222; (2008); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 175422-04-5, 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 175422-04-5, name is 2,6-Dibromo-4-nitropyridine. This compound has unique chemical properties. The synthetic route is as follows.

Methanol (1.48 g, 46.1 mmol) is slowly added to a cooled suspension (00C) of NaH (2.12 g, 53.2 mmol, 60% dispersion in mineral oil, washed with hexane prior to use) in THF (20 ml_). Upon completion of the addition the mixture is stirred at 00C for 150 min before 2,6-dibromo-4-nitropyridine (10.0 g, 35.4 mmol) is added. The temperature rises to 14C. The mixture is stirred at rt for 3 h before the reaction is quenched with sat. aq. NH4CI solution. The mixture is diluted with water and extracted twice with EA (250 ml_). The combined org. extracts are dried over MgSO4, filtered and concentrated. The crude product is purified by CC on silica gel eluting with DCM to give 2,6-dibromo-4-methoxy-pyridine (6.43 g) as an off-white solid; LC-MS: tR = 0.90 min, [M+1]+ = 267.75.

According to the analysis of related databases, 175422-04-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ACTELION PHARMACEUTICALS LTD; WO2009/24905; (2009); 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. 159451-66-8, name is N-Boc-2-Amino-5-bromopyridine, molecular formula is C10H13BrN2O2, 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. Computed Properties of C10H13BrN2O2

To a solution of 1B (7.65 g, 28 mmol) in THF (50 mL)-MeOH (50 mL) at RT was added phenylboronic acid (6.83 g, 56 mmol), PXPd (500 mg, 0.93 mmol), followed by K2CO3 (15.5 g, 112 mmol). The reaction mixture was stirred at 70 C. in a preheated oil bath for 1 h. After this time, the reaction mixture was cooled to RT. The reaction mixture was poured into water (100 mL), and the resultant mixture was extracted with EtOAc (3¡Á100 mL). The combined organic layers were washed with saturated NaCl. The organic layer was dried (Na2SO4), filtered and concentrated. The resulting residue was purified by silica gel (120 g) column chromatography eluting with a gradient of EtOAc (0-60%) in hexane to give the title compound as an off-white solid (5.4 g, 72%). LC/MS (method A): retention time=3.07 min, (M+H)+=271.

With the rapid development of chemical substances, we look forward to future research findings about 159451-66-8.

Reference:
Patent; Sun, Chongqing; Ewing, William R.; Sulsky, Richard B.; Huang, Yanting; US2006/155126; (2006); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 944401-77-8, 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 944401-77-8, name is 2-Amino-4-fluoropyridine. This compound has unique chemical properties. The synthetic route is as follows.

To a solution of 4-fluoropyridin-2-amine (1 g, .0089 mol) in pyridine (3.87 mL) pivaloyl chloride (1.64 mL, 0.0133 mol) was added. The reaction mixture was allowed to stir at RT for 5 h. and was then diluted with water (25 mL) and extracted with ethyl acetate (2 x 50 mL). The combined organic layers were dried over sodium sulphate and concentrated under vacuum to afford the crude product, which was purified by silica gel column chromatography to afford the title compound. .H NMR (400 MHz, DMSO) delta 10.07 (s, 1 H), 8.35-8.32 (m, 1 H), 7.90-7.87 (d, J = 12 Hz, 1 H), 7.04-7.00 (m, 1 H), 1.22 (s, 9 H) MS (M+l): 197.1.

According to the analysis of related databases, 944401-77-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; MERCK SHARP & DOHME CORP.; BENNETT, D. Jonathan; CAI, Jaiqiang; CARSWELL, Emma; COOKE, Andrew; HOYT, Scott, B.; LONDON, Clare; MACLEAN, John; RATCLIFFE, Paul; TAYLOR, Jerry Andrew; XIONG, Yusheng; SAMANTA, Swapan Kumar; KULKARNI, Bheemashankar, A.; WO2013/43520; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 139585-70-9, 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 139585-70-9, name is 6-Bromonicotinonitrile. This compound has unique chemical properties. The synthetic route is as follows.

Example 10: [6-cyano-3-(4-methanesulfonylbenzyl)-2-methylindolizin-1- yl]acetic acid30Preparation 10a: 3-(5-cyanopyridin-2-yl)propionic acid ethyl ester A solution of 3-ethoxy-3-oxopropylzinc bromide in tetrahydrofuran (0.5 M, 60 ml_) was added dropwise over a period of 45 minutes to a mixture of 6- bromonicotinonitrile (5.0 g), tetrakis(triphenylphosphine)palladium(0), (0.69 g) and tetrahydrofuran (20 ml_) at room temperature and the resulting mixture was stirred at room temperature for 6 hours. The mixture was diluted with water (150 ml_), basified by the addition of saturated aqueous sodium hydrogen carbonate solution and extracted with methyl te/t-butyl ether. The combined extracts were dried over magnesium sulfate and the solvent removed under reduced pressure. Purification of the residue by column chromatography on silica gel, eluting with a mixture of pentane, dichloromethane and ethyl acetate (2:1 :0, 0:1 :0 and 0:5:1 by volume) gave title compound as a pale yellow oil, 4.1 g.1H NMR (CDCI3): delta 1.25 (m, 3H), 2.85 (t, J = 7.2 Hz, 2H), 3.2 (t, J = 7.2 Hz, 2H), 4.15 (m, 2H), 7.35 (d, J = 8.0 Hz, 1 H), 7.85 (m, 1 H), 8.80 (s, 1 H). MS: ESI (+ve) (Method B): 205 (M+H)+, Retention time 2.7 min.

According to the analysis of related databases, 139585-70-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ARGENTA DISCOVERY LIMITED; WO2008/74966; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem