Day: April 8, 2022

Related Products of 75279-39-9, 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. 75279-39-9, name is N-(4-Aminopyridin-2-yl)acetamide. A new synthetic method of this compound is introduced below.

General procedure: To a solution of 9-(4-methoxybenzyl)-2-(6-methylpyridin-2-yl)-6-phenoxy-9H-Purine (500 mg, 1.181 mmol) and 3-fluoropyridin-4-amine (529 mg, 4.72 mmol) in DMF (5 mL) was added a 60% dispersion of sodium hydride (236 mg, 5.90 mmol) in mineral oil and the mixture was stirred for 3 h. LCMS indicated completion of reaction. The reaction mixture was quenched carefully with water (25 mL) and allowed to stand for two hours. The resulting brown precipitate was filtered and washed with water followed by petroleum ether and dried to afford N-(3-fluoropyridin-4-yl)-9-(4-methoxybenzyl)-2-(6-methylpyridin-2-yl)-9H-purin-6-amine (400 mg, 0.634 mmol, 53.7 % yield) as a brown solid

At the same time, in my other blogs, there are other synthetic methods of this type of compound,75279-39-9, N-(4-Aminopyridin-2-yl)acetamide, and friends who are interested can also refer to it.

Reference:
Article; Harikrishnan, Lalgudi S.; Warrier, Jayakumar; Tebben, Andrew J.; Tonukunuru, Gopikishan; Madduri, Sudhakara R.; Baligar, Vishweshwaraiah; Mannoori, Raju; Seshadri, Balaji; Rahaman, Hasibur; Arunachalam; Dikundwar, Amol G.; Fink, Brian E.; Fargnoli, Joseph; Fereshteh, Mark; Fan, Yi; Lippy, Jonathan; Ho, Ching-Ping; Wautlet, Barri; Sheriff, Steven; Ruzanov, Max; Borzilleri, Robert M.; Bioorganic and Medicinal Chemistry; vol. 26; 5; (2018); p. 1026 – 1034;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 33252-28-7 ,Some common heterocyclic compound, 33252-28-7, molecular formula is C6H3ClN2, 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.

2.0 g (14.4 mmol) 6-chloronicotinic acid nitrile are stirred in 7.0 ml (7.3 g, 144.4 mmol) hydrazine hydrate at a bath temperature of 100 C. for 15 min. The reaction mixture, cooled to RT, is diluted with water and stirred at RT for 30 min. The precipitate which has separated out is filtered off, the residue on the filter is washed with water and the crystals are dried in air overnight and recrystallized from ethyl acetate.Yield: 1.5 g (80% of th.)LC-MS (Method 1): Rt=0.51 min; MS (ESIpos): m/z=135 [M+H]+;1H-NMR (400 MHz, DMSO-d6)=8.56 (s, 1H), 8.35 (s, 1H), 7.73 (d, 1H), 6.75 (m, 1H), 4.42 (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,33252-28-7, its application will become more common.

Reference:
Patent; BAYER SCHERING PHARMA AKTIENGESELLSCHAFT; US2010/305085; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 6515-09-9, 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 6515-09-9, name is 2,3,6-Trichloropyridine. This compound has unique chemical properties. The synthetic route is as follows.

2, 3, 6-Trichloropyridine (62 mmol, 11.27 g) was dissolved in a mixture of fuming nitric acid (62 mL) and concentrated sulphuric acid (50 mL) and heated at 100C for 12 hours. The mixture was cooled, carefully poured into ice/water then extracted with dichloromethane. The organic extract was dried (MgS04) then concentrated under reduced pressure to give the title compound as pale green oil which solidified on standing (9.65 g, 68%).

According to the analysis of related databases, 6515-09-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ONO PHARMACEUTICAL CO., LTD.; SAITO, Tetsuji; HIGASHINO, Masato; KAWAHARADA, Soichi; LEWIS, Arwel; CHAMBERS, Mark Stuart; RAE, Alastair; HIRST, Kim Louise; HARTLEY, Charles David; WO2015/115673; (2015); 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. 70411-83-5, name is 1-Methyl-2-oxo-1,2-dihydropyridine-4-carbonitrile, the common compound, a new synthetic route is introduced below. name: 1-Methyl-2-oxo-1,2-dihydropyridine-4-carbonitrile

[0151] To a stirred solution of compound 11(1.67 g; 11.9 mmol; 1 eq) in methanol (80 mL) was added concentrated HC1 (1 mL) followed by 10% Pd/C (1.6 g) and the resulting mixture was stirred under hydrogen atmosphere at a pressure of 50 psi for 4 h in a Parr autoclave. The mixture was filtered through a Celite bed, washed with methanol and solvent of the filtrate was removed in vacuo to obtain the title compound (2 g, 92%). 1H NMR (DMSO-d6) oe 8.55 (brs, iH), 7.72 (d, iH, J= 7Hz), 6.46 (s, iH), 6.31 (dd, iH, J= 2,7 Hz,), 3.86 (m, 2H), 3.40 (s, 3H).

The synthetic route of 70411-83-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ASANA BIOSCIENCES, LLC; THOMPSON, Scott; VENKATESAN, Aranapakam; PRIESTLEY, Tony; KUNDU, Mrinal; SAHA, Ashis; WO2015/95128; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 13626-17-0, 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. 13626-17-0, name is 3,5-Dibromo-4-chloropyridine. A new synthetic method of this compound is introduced below.

To a stirred solution of 3,5-dibromo-4-chloropyridine (X, 0.5 g, 1.84 mmol) and cyclopropylboronic acid (0.17 g, 2.02 mmol), cesium carbonate (1.19 g, 3.68 mmol ) in the mixture of 1,4-dioxan (10 mL) and water (2 mL).The reaction mass was purged with nitrogen for 15 min. Then catalyst Pd (dppf)2Cl2 (0.075 g, 0.09 mmol) was added and allowed to stir at 100 C for 4 h. The reaction mixture was filtered through celite bed and filter bed was thoroughly washed with ethyl acetate. The collected organic parts were concentrated under vacuum to afford the crude compound, which was purified by column chromatography using 10-40% ethyl acetate/hexane as an eluent to obtain title compound. MS (M+l): 233.0.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,13626-17-0, 3,5-Dibromo-4-chloropyridine, and friends who are interested can also refer to it.

Reference:
Patent; MERCK SHARP & DOHME CORP.; ElexoPharm GmbH; HOYT, Scott, B.; PETRILLI, Whitney Lane; LONDON, Clare; XIONG, Yusheng; TAYLOR, Jerry Andrew; ALI, Amjad; LO, Michael; HENDERSON, Timothy, J.; HU, Qingzhong; HARTMANN, Rolf; YIN, Lina; HEIM, Ralf; BEY, Emmanuel; SAXENA, Rohit; SAMANTA, Swapan Kumar; KULKARNI, Bheemashankar, A.; WO2012/148808; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 866775-18-0, 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.866775-18-0, name is Methyl 3-amino-6-bromo-5-(trifluoromethyl)picolinate, molecular formula is C8H6BrF3N2O2, molecular weight is 299.05, as common compound, the synthetic route is as follows.

3-Amino-6-bromo-5-trifluoromethyl-pyridine-2-carboxylic acid methyl ester (1.40 g, 4.68 mmol) was suspended in MeOH (15 mL); Sodium hydroxide (2.0 M aqueous solution) (14.04 mL, 28.1 mmol) was added and the suspension was stirred at RT overnight. The reaction mixture was concentrated in vacuo and the resulting residue was dissolved in water (100 mL) and then acidifed by the addition of 5.0M HCI(aq). The product was extracted into ethyl acetate (2 x 75 mL) and the combined organic extracts were washed with water (50 mL), brine (25 mL), dried (MgS04) and concentrated in vacuo to afford the title product as a yellow solid. H-NMR: [400MHz, DMSO-d6] ? 13.24 (1 H, br s, C02H), 7.74 (1 H, s, ArH), 7.17 92H, br s ArNH2). m/z 285.1 , 287.1 [M+H]+

The chemical industry reduces the impact on the environment during synthesis 866775-18-0, I believe this compound will play a more active role in future production and life.

Reference:
Patent; NOVARTIS AG; BALA, Kamlesh, Jagdis; BUTLER, Rebecca; COLLINGWOOD, Stephen, Paul; HALL, Edward, Charles; EDWARDS, Lee; LEGRAND, Darren, Mark; SPIEGEL, Katrin; WO2013/38386; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 121643-44-5, 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.121643-44-5, name is 2-Methoxy-3-(trifluoromethyl)pyridine, molecular formula is C7H6F3NO, molecular weight is 177.1239, as common compound, the synthetic route is as follows.

Intermediate 1 : 5-Bromo-2-methoxy-3-trifluoromethyl-pyridineTo 2-methoxy-3-(trifluoromethyl)pyridine (20.0 g, 1 13.0 mmol) and 1 ,3-dibromo-5,5- dimethylimidazolidine-2,4-dione (43.6 g, 152.0 mmol) was added TFA (80 mL) and the resulting mixture stirred at rt for 18h under argon. The TFA was removed in vacuo (50 mbar, 45C) and the residue suspended in tert-butyl methyl ether (200 mL). The resulting colourless solid was removed by filtration and washed with tert-butyl methyl ether (50 mL). The filtrate was concentrated in vacuo and suspended in EtOAc (50 mL) The insoluble colourless solid was removed by filtration and washed with EtOAc (50 mL).The filtrate was concentrated in vacuo, diluted with heptane/ tert-butyl methyl ether (5/1 , 20 mL) and the insoluble colourless solid was removed by filtration. The filtrate was purified by column chromatography on silica gel with heptane / EtOAc, 100/0 to 90/10. The crude product was filtered through a plug of NaHC03 (20g) and the filtrate evaporated in vacuo to give a golden oil (27.9 g). The oil was dissolved in heptanes (20 mL) and purified by filtered through a plug of silica gel (80 g), eluting with heptane to give 5-bromo-2-methoxy-3-(trifluoromethyl)pyridine as a colourless oil (22.5g, 74% yield). 1H-NMR (400 MHz, DMSO-d6, 298 K): delta ppm 4.03 (s, 3H) 7.95 (d, 1 H) 8.4 (d, 1 H).

The chemical industry reduces the impact on the environment during synthesis 121643-44-5, I believe this compound will play a more active role in future production and life.

Reference:
Patent; NOVARTIS AG; FERNANDES GOMES DOS SANTOS, Paulo Antonio; HOeGENAUER, Klemens; HOLLINGWORTH, Gregory; SOLDERMANN, Nicolas; STOWASSER, Frank; TUFILLI, Nicola; ZECRI, Frederic; WO2013/1445; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 92992-85-3, 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 92992-85-3, name is 2-Bromo-3,5-dimethylpyridine. This compound has unique chemical properties. The synthetic route is as follows.

To a solution of 2-bromo-3,5-dimethylpyridine D14 (0.050 g) in dry Toluene (1 ml) were added sodium terbutoxide (0.036 g, 0.376 mmol), Pd2(dba)3 (0.024 g, 0.027 mmol) , BINAP (0.050 g, 0.081 mmol) and benzophenone immine (0.054 ml, 0.322 mmol). The resulting mixture was degassed (3 x pump/N2) then heated to 80 0C. After 1.5 hours the mixture was cooled to room temperature, diluted with Et2O (100 ml) and filtered through a celite pad. The solvents were evaporated. The resulting oil was dissolved with THF (20 ml) and HCl 2 M in water (0.269 ml, 0.537 mmol) was added and stirred at room temperature for 3 hours. The solution was concentrated in vacuo and the mixture was neutralized with saturatedNaHCO3 aqueous solution and DCM was added, the two layers were separated, the aqueous layer was extracted with DCM (3 x 100 ml). The collected organic layers were filtered through a phase separator and evaporated. The red oil obtained was purified by flash chromatography on silica gel (Flash Master personal, 1O g cartridge eluting first with Cy 80%: EtOAc 20%, and then with NH32 M in MeOH). The fractions were collected, the solvent was removed in vacuo obtaining the title compound D15 (0.022 g). MS: (ES/+) m/z: 123 (M+l). C7H10N2 requires 122. 1H NMR (400 MHz, CDCl3) delta ppm: 7.77 (s, 1 H), 7.15 (s, 1 H), 4.5-4.30 (br.s, 2 H), 2.19 (s, 3 H), 2.13 (s, 3 H).

According to the analysis of related databases, 92992-85-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; GLAXO GROUP LIMITED; ALVARO, Giuseppe; AMANTINI, David; WO2010/72722; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 75279-39-9, 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 75279-39-9, name is N-(4-Aminopyridin-2-yl)acetamide. This compound has unique chemical properties. The synthetic route is as follows.

Immediately add 45% HBF4 water to solid compound d obtained by rotary evaporation of the above solutionSolution (600mL, 10.8mo1),After stirring, the solid was completely dissolved and ethanol (200 mL) was added.Ice salt bath cooled to below -5C,Isoamyl nitrite (150 mL, 1.12 mol) was added dropwise.Control temperature does not exceed 0 C,And stir the reaction below 0C for 3h.After the reaction was completed, tetrahydrofuran (200 mL) was added.Cool to below 0C,Suction filtrationThe solid was washed twice with tetrahydrofuran (20 mL) and dried in a vacuum desiccator to obtain a solid compound e (213.25 g, 85.3%) with a purity of 96%.The diazonium fluoborate (250g, 1mo1) was put into a dry 1L triple reaction flask.Heat to 120C,Solid decomposition,White smoke emerged from the reaction flask.Continue heating to exhaust white smoke.Solid decomposition is complete.Prepare a 40% NaOH solution (300 mL)The solids on the condenser tube are washed into the reaction flask.Heat reflux,As the product is sublimated,The continuous condensation of solids on the condenserCollect the solids,Repeat the above operation,2-amino-4-fluoropyridine (70 g, 62.5%) was obtained,98% purity.

According to the analysis of related databases, 75279-39-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Shanghai Lingkai Pharmaceutical Technology Co., Ltd.; Lu Qian; (7 pag.)CN107759515; (2018); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 97944-43-9, 3-Bromo-5-methylpyridin-4-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, Application In Synthesis of 3-Bromo-5-methylpyridin-4-amine, blongs to pyridine-derivatives compound. Application In Synthesis of 3-Bromo-5-methylpyridin-4-amine

step 2 A suspension of 98 and toluene (100 mL) was heated to 110 C until the solid dissolved. The the warm solution was added TEA (30 mL, 0.216 mmol) and acetic anhydride (20.4 mL, 22. 1g, 0.216 mmol) and the reaction was heated for 3 h. An additional 30 mL of AC2O was added after 3 h and an additional 30 mL of TEA was added after 6 h. The solution was concentrated in vacuo and the residue dissolved in EtOAc (500 mL) and was twice with H20 (200 mL). The aqueous extracts were reextracted twice with EtOAc (200 mL) and the combined EtOAc extracts were dried (MGS04), filtered and evaporated to afford a brown oil. The crude product was purified by flash chromatography over Si02 (0 to 20% EtOAc/hexane) to afford impure yellow oil which was subjected to a second flash chromatography over SI02 (20 to 50% EtOAc/hexane) to afford 99 (12.1 g).

The synthetic route of 97944-43-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; WO2005/16892; (2005); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem