Day: April 15, 2022

Synthetic Route of 69045-78-9 ,Some common heterocyclic compound, 69045-78-9, molecular formula is C6H3Cl4N, 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.

The recovered organic materials include the object products as well as 20% of 2-chloro-5-fluorodichloromethylpyridine and 6.7% of 2-chloro-5-chlorodifluoromethylpyridine as intermediates and 3.8% of the unreacted 2-chloro-5-trichloromethylpyridine.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,69045-78-9, its application will become more common.

Reference:
Patent; Ishihara Sangyo Kaisha Ltd.; US4266064; (1981); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 89809-65-4, Adding some certain compound to certain chemical reactions, such as: 89809-65-4, name is Methyl 6-Cyanopyridine-3-carboxylate,molecular formula is C8H6N2O2, 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 89809-65-4.

75.6 ml of 36% hydrochloric acid and 7 g (0.1 equivalent by mass) of 10% palladium-on-charcoal are added to a solution of 70 g of the product obtained in the preceding Stage 1 in 1.4 l of ethanol. The reaction medium is stirred under 1 bar of hydrogen at ambient temperature overnight, filtered and washed with ethanol under a nitrogen atmosphere. [0440] After evaporating the ethanol, the solid obtained is taken up in 1.4 l of ethanol and heated at 50 C. for one hour. The reaction medium is filtered while hot and the solid obtained is washed with warm ethanol (40 C.). After repeating this operation, the organic phases are combined and concentrated under reduced pressure to give 60.8 g of a green solid, successively purified by treatment with active charcoal and recrystallization from ethyl acetate. [ Yield: 47% 1H NMR (CDCl3) delta (ppm): 9.07 (dd, 1H), 8.77 (br s, 4H), 8.33 (dd, 1H), 7.72 (dd, 1H), 4.28 (br s, 2H), 3.90 (s, 3H)

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. 89809-65-4, Methyl 6-Cyanopyridine-3-carboxylate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Dublanchet, Anne-Claude; Compere, Delphine; Cluzeau, Philippe; Blais, Stephane; Denis, Alexis; Ducrot, Pierre; Courte, Karine; Descamps, Sophie; US2004/72871; (2004); 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. 1352625-30-9, name is 3-Bromo-6-fluoropyrazolo[1,5-a]pyridine, the common compound, a new synthetic route is introduced below. name: 3-Bromo-6-fluoropyrazolo[1,5-a]pyridine

c) 6-Fluoro-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrazolo[1,5-a]pyridine A mixture of 3-bromo-6-fluoropyrazolo[1,5-a]pyridine (Preparation 103b, 0.300 g, 1.4 mmol), potassium acetate (0.492 g, 5.0 mmol) and bis(pinacolato)diboron (2.77 g, 10.9 mmol) in 1,4-dioxane (5 mL) contained in a Schlenck vessel was submitted to three vacuum-argon cycles and tetrakis(triphenylphosphine)palladium(0) (0.380 g, 0.33 mmol) was then added. The mixture was further submitted to three vacuum-argon cycles, sealed and then was stirred and heated to 100 C. After 20 hours, the reaction mixture was cooled, evaporated and then taken up in pentane and filtered through diatomaceous earth (Celite) and the filter cake was washed with a mixture of ethyl acetate/ether (3:2). The combined filtrate and washings were evaporated and the residue was purified by reverse phase chromatography (C-18 silica from Waters, water/acetonitrile/methanol as eluents [0.1% v/v formic acid buffered] 0% to 100%) to give the title compound (0.130 g, 36%) as a yellow solid. LRMS (m/z): 263 (M+1)+.1H NMR (300 MHz, CDCl3) delta ppm (two sets of peaks are seen in the NMR due to the presence of both the boronate and boronic acid): NMR of boronate: 1.21 (s, 12H), 7.56 (m, 1H), 8.02 (m, 1H), 8.36 (s, 1H), 9.16 (m, 1H).

The synthetic route of 1352625-30-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ALMIRALL, S.A.; EASTWOOD, Paul Robert; GONZALEZ RODRIGUEZ, Jacob; GOMEZ CASTILLO, Elena; BACH TANA, Jordi; WO2011/157397; (2011); A1;,
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. 381247-99-0, name is Methyl 5-bromo-6-hydroxynicotinate. A new synthetic method of this compound is introduced below., Recommanded Product: Methyl 5-bromo-6-hydroxynicotinate

Methyl 3-(5-(2-(((4S,5R)-5-(3,5-bis(trifluoromethyl)phenyl)-4-methyl-2-oxooxazolidin-3-yl)methyl)-4,4-dimethylcyclohex-1-enyl)-6-methoxypyridin-3-yl)-2,2-dimethylpropanoate [0562] As shown in reaction scheme 7, Compound 31, an intermediate compound, was synthesized, and then Compound 349 (0.28 g, 69.5%) as white solid foam was obtained according to the similar method to the synthesis of compound 285. [0563] 1H NMR (400 MHz, DMSO-d6); atropisomer mixture; delta7.86 (m, 1H), 7.81, 7.83 (2d, 1H, J=1.77, 1.83 Hz), 7.74-7.75 (m, 2H), 7.02, 7.05 (2d, 1H, J=1.77, 1.77 Hz), 5.60, 5.63 (2d, 1H, J=5.94, 6.00 Hz), 3.91-4.03 (m, 2H), 3.85, 3.88 (2d, 3H), 3.64, 3.65 (2s, 3H), 3.46-3.52 (m, 1H), 2.73-2.80 (m, 2H), 1.90-1.95 (m, 2H), 1.43-1.48 (m, 2H), 1.16-1.20 (m, 6H), 1.01-1.09 (m, 6H), 0.28, 0.49 (2d, 3H, J=4.89, 4.89 Hz); MS (ESI) m/z 657.2 (M++H)

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, 381247-99-0, Methyl 5-bromo-6-hydroxynicotinate.

Reference:
Patent; CHONG KUN DANG PHARMACEUTICAL CORP.; Lee, SeoHee; Oh, Jung Taek; Lee, JaeKwang; Lee, JaeWon; Bae, Suyeal; Ha, Nina; Lee, Sera; US2014/31335; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 153747-97-8, tert-Butyl 4-(5-bromopyridin-2-yl)piperazine-1-carboxylate, 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, 153747-97-8, blongs to pyridine-derivatives compound. Computed Properties of C14H20BrN3O2

General procedure: A reaction tube was charged with benzenesulfonyl fluorideboronic acid 3 (61 mg, 0.30 mmol, 1.5 equiv), Pd(OAc)2 (2.3 mg, 0.010 mmol, 5.0 mol %) and XPhos (9.5 mg, 0.020 mmol, 10 mol %), sealed with a rubber septum, evacuated and back-filled with N2 three times. Degassed 1,4-dioxane (0.8 mL), degassed 1.0 M aq. K3PO4 solution (0.4 mL, 0.40 mmol, 2.0 equiv) and aryl halide* (0.20 mmol, 1.0 equiv) were added subsequently, and the reaction mixture stirred under positive pressure of N2 in a preheated aluminium heating block at 40 C for 4 h (5a, b, f, g, h, l), 6 h (5c, d, e, i, j, m) or 24 h (5k). After cooling to ambient temperature, the reaction mixture was diluted with EtOAc, dried with anhydrous MgSO4, filtered over Celite and concentrated in vacuo. The crude product was purified by flash column chromatography to afford the biarylsulfonyl fluoride. *In the case where aryl halide is a solid, it was added to the vessel before evacuating and back-filling.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,153747-97-8, its application will become more common.

Reference:
Article; Lou, Terry Shing-Bong; Willis, Michael C.; Tetrahedron; vol. 76; 1; (2020);,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 183428-91-3, 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 183428-91-3, name is 2-Amino-3-methyl-5-cyanopyridine. This compound has unique chemical properties. The synthetic route is as follows.

Step II: 6-Amino-5-methyl-pyridme-3-carboxylic acidTo a stirred suspension of 6-amino-5-methyl-pyridine-3-carbonitrile (6.0 g, 45.0 mmol) in water (40 mL) was added sodium hydroxide (5.4 g, 135.2 mmol) and refluxed for 4 h. Reaction mixture was cooled to room temperature and filtered through Buchner funnel. Filtrate was neutralized with 4N HC1. Solid formed was filtered through Buchner funnel and dried under high vacuum to furnish 6.0 g (88%) of titled intermediate as a white solid.? NMR (400 MHz, CDC13): delta 2.05 (s, 3H), 6.53 (s, 2H), 7.66 (s, 1H), 8.37 (d, J = 2.0 Hz, 1H), 12.29 (brs, 1H). MS (ES) m/z 153.0 (M+l).

According to the analysis of related databases, 183428-91-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ADVINUS THERAPEUTICS LIMITED; KHARUL, Rajendra; BHUNIYA, Debnath; MOOKHTIAR, Kasim A.; SINGH, Umesh; HAZARE, Atul; PATIL, Satish; DATRANGE, Laxmikant; THAKKAR, Mahesh; WO2013/42139; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 6945-67-1, Adding some certain compound to certain chemical reactions, such as: 6945-67-1, name is 2-Bromo-4-nitropyridine,molecular formula is C5H3BrN2O2, 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 6945-67-1.

The 2-bromo-4-nitropyridine (200mg, 0.99mmol),4-hydroxypiperidine (149.48mg, 1.48mmol) and cesium carbonate(642.02mg, 1.97mmol) placed in the reaction flask, add 20mL 1,4-Dioxane, react overnight at 100C. The reaction is over,Cool to room temperature, filter,The filtrate was concentrated and purified by column chromatography to obtain the title compound.

According to the analysis of related databases, 6945-67-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Nanjing Shenghe Pharmaceutical Co., Ltd.; Wang Yong; Zhao Liwen; Wang Yazhou; Quan Xu; Liu Haixuan; Wang Xiaowei; Zhang Yan; Li Xue; Cao Chen; Guo Zhuang; Lv Kunzhi; Wang Hai; Zheng Guochuang; (126 pag.)CN111196804; (2020); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 934279-60-4, 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. 934279-60-4, name is 2-Chloro-5-(trifluoromethyl)nicotinaldehyde. A new synthetic method of this compound is introduced below.

A mixture of 2-chloro-5-trifluoromethylpyridine-3-carboxaldehyde (330 mg, 1.6 mmol), trans- (/?)-2-[4-(benzyloxyethyl)cyclohexyl]pyrrolidine (410 mg, 1.5 mmol), potassium carbonate (310 mg. 2.2 mmol) in toluene (3.5 ml_) is stirred under reflux condition for 5 hours. After cooling to room temperature, water and dichloromethane are added and the mixture is extracted with dichloromethane. The combined organic layer is filtered through phase separator and concentrated. The residue is purified by silica gel column chromatography to give frans-2-{(R)-2-[4-(2-ben2yloxyethyl)cyclohexyl]pyrrolidin-1-yl}-5-trifluoromethylpyridine-3-carboxaldehyde (527 mg).0.82-1.23 (m, 4H), 1.69-1.55 (m, 4H), 1.81-1.91 (m, 3H), 1.92-2.11 (m, 3H), 2.98-3.03 (m,1H), 3.23 (d, 2H), 3.65-3.72 (m, 1H), 4.48 (s, 2H), 4.52-4.70 (m, 1H), 7.32 (s, 1H), 7.25-7.37(m, 5H), 8.11 (d, 1H), 8.50 (d, 1H), 9.93 (s. 1H).Rf value: 0.41 (Hexane/EtOAc = 9/1 )

At the same time, in my other blogs, there are other synthetic methods of this type of compound,934279-60-4, 2-Chloro-5-(trifluoromethyl)nicotinaldehyde, and friends who are interested can also refer to it.

Reference:
Patent; NOVARTIS AG; NOVARTIS PHARMA GMBH; WO2007/73934; (2007); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 75073-11-9, 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.75073-11-9, name is 5-Iodo-6-methylpyridin-2-amine, molecular formula is C6H7IN2, molecular weight is 234.04, as common compound, the synthetic route is as follows.

3. Take 12.20 g of compound 10 and 14.60 g of p-acetamidobenzenesulfonyl chloride (compound 4), add it to 200 mL of pyridine, and stir at room temperature for 24 h. Under vacuum, remove the organic reagents to a volume of 50 mL. 200 mL of water was added and a precipitate formed. The precipitate was filtered, washed with 200 mL of water, and dried under vacuum to obtain 9.40 g (compound 11) of a white powder with a yield of about 42%.

Statistics shows that 75073-11-9 is playing an increasingly important role. we look forward to future research findings about 5-Iodo-6-methylpyridin-2-amine.

Reference:
Patent; China Agricultural University; Wang Zhanhui; Shen Jianzhong; Wen Kai; Li Chenglong; Yu Xuezhi; Zhang Suxia; Shi Weimin; Yu Wenbo; (19 pag.)CN110713457; (2020); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 66909-38-4, Adding some certain compound to certain chemical reactions, such as: 66909-38-4, name is 6-Chloro-4-methylpyridin-3-amine,molecular formula is C6H7ClN2, 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 66909-38-4.

To a solution of 6-chloro-4-methylpyridin-3 -amine (100 g, 701 mmol) in DMF (1000 mL) was added l-iodopyrrolidine-2,5-dione (189 g, 842 mmol) in portions. The mixture was stirred for 10 h at 25C and then concentrated under reduced pressure. The residue was diluted with water and extracted with EtOAc, washed with brine, dried (Na2S04), filtered and concentrated. The residue was purified by chromatography on Si02, eluted with petroleum ether/EtOAc (10: 1) to give 6-chloro-2-iodo-4-methylpyridin-3-amine. MS (EI) calc’d for C6H7C1IN2 [M+H]+ 269, found 269

According to the analysis of related databases, 66909-38-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; MERCK SHARP & DOHME CORP.; SILIPHAIVANH, Phieng; METHOT, Joey; LIPFORD, Kathryn Ann; MOLINARI, Danielle; SLOMAN, David, L.; WITTER, David; ZHOU, Hua; BOYCE, Christopher; HUANG, Xianhai; LIM, Jongwon; GUERIN, David; KARUNAKARAN, Ganesh Babu; BAKSHI, Raman Kumar; LIU, Ziping; FU, Jianmin; WAN, Zhilong; LIU, Wei; (216 pag.)WO2016/100050; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem