Tag: M.W:100-200

Reference of 16063-69-7, Adding some certain compound to certain chemical reactions, such as: 16063-69-7, name is 2,4,6-Trichloropyridine,molecular formula is C5H2Cl3N, 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 16063-69-7.

To a mixture of 2,4,6-trichloropyridine (5 g, 27.5 mmol. 1 eq), morpholine (7.2 mL, 82.3mmol, 3 eq), sodium tert-butoxide (7.9 g, 82.3 mmol, 3 eq), (2-biphenyl)di-tert-butyl-phosphine (408 mg, 2.7 mmol, 0.05 eq) in tetrahydrofuran (80 mL) was added Pd(dppf)C12 (from Combi-blocks, product number: OT-0746), 1 g, 2.7 mmol, 0.05 eq). The mixture was stirred at 8000 for 4 h. The mixture was cooled down to room temperature and poured onto a saturated solution of NH4CI (100 mL). The phases were separated and theaqueous phase was extracted with ethyl acetate (2 x 100 mL). The combined organic extracts were dried over anhydrous sodium sulfate, filtered and evaporated under reduced pressure using a rotary evaporator. Products Bi and B2 were isolated by flash chromatography on silica gel using first a 1:4.5 mixture of ethyl acetate and cyclohexane and then 1:1 mixture of ethyl acetate and cyclohexane as eluent. The product fractionswere pooled and evaporated to yield Bi as an off white powder (2.45 g, 8.6 mmol, 31%)and B2 as an off white powder (2.2 g, 7.8 mmol, 28% yield).

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. 16063-69-7, 2,4,6-Trichloropyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; UNIVERSITAET BASEL; PIQUR THERAPEUTICS AG; HEBEISEN, Paul; BEAUFILS, Florent; LANGLOIS, Jean-Baptiste; WO2015/162084; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 144100-07-2, 2-Bromo-6-fluoropyridine, 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, Quality Control of 2-Bromo-6-fluoropyridine, blongs to pyridine-derivatives compound. Quality Control of 2-Bromo-6-fluoropyridine

A solution of 2-bromo-6-fluoropyridine (2.4 g, 13.64 mmol), o-tolylboronic acid (2.039 g, 15.00 mmol) and Tetrakis (0.158 g, 0.136 mmol) in Dioxane was degassed by nitrogen bubble for 10 min. A solution of Phosphoric acid, potassium salt (8.68 g, 40.9 mmol) in H20 (2ml) was then added and the solution heated to reflux for 18 h. The crude material was purified via silica gel chromatography (90g SiOi column, hexane:EtOAc 100:0 -> 90: 10) to afford 2-fluoro-6-(o-tolyl)pyridine, 2.41 g (94percent). NuMuRhonu (400 MHz, CDCb) delta 7.87 (q, J=8.2 Hz, 1H), 7.46 – 7.41 (m, 1H), 7.37 – 7.26 (m, 4H), 6.92 (dd, J=8.2, 2.9 Hz, 1H), 2.43 (s, 3H).

The synthetic route of 144100-07-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; VIIV HEALTHCARE UK (NO.5) LIMITED; BOWSHER, Michael S.; DESKUS, Jeffrey; EASTMAN, Kyle J.; GILLIS, Eric P; FRENNESSON, David B; IWUAGWU, Christiana; NAIDU, B. Narasimhulu; PARCELLA, Kyle E.; PEESE, Kevin M; SAULNIER, Mark G; SIVAPRAKASAM, Prasanna; (220 pag.)WO2018/127801; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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.60832-72-6, name is Oxazolo[4,5-b]pyridin-2(3H)-one, molecular formula is C6H4N2O2, molecular weight is 136.1082, as common compound, the synthetic route is as follows.COA of Formula: C6H4N2O2

Preparation 7 6-BROMO-3H-OXAZOLO[4,5-b]-PYRIDIN-2-ONE 0.01 mol of oxazolo[4,5-b]pyridin-2-one is dissolved in 100 ml of dimethylformamide. 0.011 mol of bromine is added via a dropping funnel. Stirring is maintained for 1 hour 30 minutes at room temperature and an ice/water mixture is added. The product is filtered off. It is washed with water. The product is dried. Yield: 90%. Melting point: 234 C.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,60832-72-6, Oxazolo[4,5-b]pyridin-2(3H)-one, and friends who are interested can also refer to it.

Reference:
Patent; Science et Organisation; US5084456; (1992); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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.93-60-7, name is Methyl nicotinate, molecular formula is C7H7NO2, molecular weight is 137.136, as common compound, the synthetic route is as follows.Application In Synthesis of Methyl nicotinate

A 10 l Buechi stirred autoclave with gas inlet tube, stirrer, internal thermometer and pressure equalizer was initially charged with 1.72 kg of methyl nicotinate (12.5 mol). 3.68 kg of diethylamine (50 mol) and 100 g of potassium tert-butoxide as a catalyst were slowly added thereto, and the mixture was homogenized while stirring.The reaction mixture thus obtained was pumped through the reaction tube continuously at 4 l/h at a working pressure of 30 bar and exposed to a microwave power of 2.8 kW, 91% of which was absorbed by the reaction mixture. The residence time of the reaction mixture in the irradiation zone was approx. 42 seconds. At the end of the reaction tube, the reaction mixture had a temperature of 285 C. Immediately after leaving the reactor, the reaction mixture was cooled to room temperature with a jacketed coil heat exchanger.A conversion of 85% of theory was attained. The reaction product was pale yellowish in color; the iron content was <5 ppm. After distillative removal of the methanol formed and of the excess or unconverted reactants, 1.85 kg of N,N-diethylnicotinamide with a purity of 98% were obtained by means of vacuum distillation. At the same time, in my other blogs, there are other synthetic methods of this type of compound,93-60-7, Methyl nicotinate, and friends who are interested can also refer to it. Reference:
Patent; CLARIANT FINANCE (BVI) LIMITED; US2012/95238; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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.626-60-8, name is 3-Chloropyridine, molecular formula is C5H4ClN, molecular weight is 113.54, as common compound, the synthetic route is as follows.Application In Synthesis of 3-Chloropyridine

General procedure: Under N2 atmosphere, NHC-Pd(II)-Im 1 (1.0 mol%), dry toluene (2.0 mL), aryl chlorides 2 (0.81 mmol), aryltrimethoxysilanes 3 (2.0 equiv) and TBAF?3H2O (2.0 equiv) were successively added into a Schlenk reaction tube. Then the tube was placed in a 120 C oil bath and stirred for 3 h. The mixture was then allowed to cool to room temperature, diluted with ethyl acetate and washed with brine, dried over anhydrous Na2SO4, concentrated in vacuo and then purified by flash chromatography to give the pure products 4.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,626-60-8, 3-Chloropyridine, and friends who are interested can also refer to it.

Reference:
Article; Gu, Zheng-Song; Shao, Li-Xiong; Lu, Jian-Mei; Journal of Organometallic Chemistry; vol. 700; (2012); p. 132 – 134;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 98198-48-2, 2-Amino-5-bromo-4-methylpyridine, 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, 98198-48-2, blongs to pyridine-derivatives compound. category: pyridine-derivatives

2-Amino-5-bromo-4-methylpyridine (2.0 g, 10.7 mmol) was dissolved in 48% aqueous HBr (14 mL, 123 mmol) and cooled to 2 0C in a salt/ice bath. Bromine (1.65 mL, 32.1 mmol) was added dropwise keeping the internal temperature below 2 0C. A solution of sodium nitrite (3.69 g, 53.5 mmol) in water (5 mL) was added keeping the internal temperature below 5 0C and stirred for 1 h between 0 0C and 5 0C. The pH was adjusted to ~13 by slow addition with cooling of 50% NaOH (aq). After warming to r.t. the reaction was extracted with ether, the organics were dried over MgSO4 and concentrated to give a brown oil. Flash chromatography on silica gel eluting with 5% ether/hexane gave the product as a white solid (1.83 g, 7.29 mmol, 68%). MS [M+H]+: 251.9; tR=2.3 min. (method 1 )

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,98198-48-2, its application will become more common.

Reference:
Patent; NEUROCRINE BIOSCIENCES, INC.; WO2008/124610; (2008); 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. 65515-33-5, name is 6-Chloro-2-methoxynicotinic acid. A new synthetic method of this compound is introduced below., Safety of 6-Chloro-2-methoxynicotinic acid

To an oven-dried 40 mL vial was added 6-chloro-2-methoxynicotinic acid (2.1 equiv.) , 2,2?- (2,2?-dichloro-[l,r-biphenyl]-3,3?-diyl)bis(4,4,5,5-tetramethyl-l,3,2-dioxaborolane), potassium carbonate (3.0 equiv.), Pd(dppf)Ch (10 mol %), dimethylformamide (0.2M), and water (10 vol %). The contents of the vial were sparged with nitrogen for 30 seconds then heated to 90 C for 45 minutes. After cooling to room temperature, the mixture was purified by HPLC to yield 6,6?-(2,2?-dichloro-[l,l?- biphenyl]-3,3?-diyl)bis(2-methoxynicotinic acid).

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, 65515-33-5, 6-Chloro-2-methoxynicotinic acid.

Reference:
Patent; GILEAD SCIENCES, INC.; AKTOUDIANAKIS, Evangelos; CHO, Aesop; DU, Zhimin; GRAUPE, Michael; LAD, Lateshkumar Thakorlal; MACHICAO TELLO, Paulo A.; MEDLEY, Jonathan William; METOBO, Samuel E.; MUKHERJEE, Prasenjit Kumar; NADUTHAMBI, Devan; PARKHILL, Eric Q.; PHILLIPS, Barton W.; SIMONOVICH, Scott Preston; SQUIRES, Neil H.; WANG, Peiyuan; WATKINS, William J.; XU, Jie; YANG, Kin Shing; ZIEBENHAUS, Christopher Allen; (300 pag.)WO2019/204609; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 19346-45-3, 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 19346-45-3, name is 2-Fluoro-6-methyl-3-nitropyridine. This compound has unique chemical properties. The synthetic route is as follows.

General procedure: The dimethyl derivatives (4,4?, 5,5? or 6,6?) of 3,3?-dinitro-2,2?-azobipyridine were synthesized from the respective hydrazo-derivatives obtained previously from 3-nitro-4(or 5 or 6)-methyl-2-hydrazine-pyridine, respectively. Syntheses of these hydrazo derivatives were very similar to the synthesis of 3,3?-dinitro-2,2?-hydrazobipyridine. Instead of ethanol n-propanol was used and its mixtures were heated at boiling temperature for 30 min in the water bath. 2.52 g (0.015 mol) of 3-nitro-4(or 5 or 6)-methyl-2-hydrazine-pyridine were used to synthesis. The synthesized red?brown needle-like crystals of 4,4?-dimethyl-3,3?-dinitro-2,2?-hydrazobipyridine melt with decomposition at 255°C. The yield was 53.1percent. The synthesized brown needle-like crystals of 5,5?-dimethyl-3,3?-dinitro-2,2?-hydrazobipyridine melt with decomposition at 285°C. The yield was 54.0percent. The synthesized dark?brown needle-like crystals of 6,6?-dimethyl-3,3?-dinitro-2,2?-hydrazobipyridine melt with decomposition at 275°C. The yield was 51.0percent. 1 g of the obtained in this way 4,4?(or 5,5? or 6,6?)-3,3?-dinitro-2,2?-hydrazobipyridine was used to obtain respective azo derivatives in the same way as 3NAP. The synthesized orange needle-like crystals of 4,4?-dimethyl-3,3?-dinitro-2,2?-azobipyridine (4M3NAP) melt with decomposition at 260°C. The yield was 74.2percent. The synthesized orange needle-like crystals of 5,5?-dimethyl-3,3?-dinitro-2,2?-azobipyridine (5M3NAP) melt with decomposition at 256°C. The yield was 77.1percent. The synthesized orange powder of 6,6?-dimethyl-3,3?-dinitro-2,2?-azobipyridine (6M3NAP) melt with decomposition at 206°C. The yield was 80.3percent [51,52,54].

According to the analysis of related databases, 19346-45-3, the application of this compound in the production field has become more and more popular.

Reference:
Article; Kucharska; Hanuza; Lorenc; Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy; vol. 127; (2014); p. 370 – 380;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 52568-28-2, 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 52568-28-2 as follows.

General procedure: To a solution of the acid (1 equiv.) in DCM (0.2 M) were added EDCI (1.2 equiv.), HOBt (1.2 equiv.), DIPEA (1.2 equiv.) at 0 C. After the mixture was stirred for 10 min, the amine (1.2 equiv.) was added. The reaction was stirred overnight at room temperature. Then water was added and the mixture was extracted with DCM. The combined organic layer was washed with saturated NaHCO3, brine, dried over Na2SO4 and concentrated. The crude product was purified by flash column chromatography on silica gel to give the desired product.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,52568-28-2, its application will become more common.

Reference:
Article; Wang, Haifeng; Niu, Youhong; Zhang, Guoying; Ye, Xin-Shan; Tetrahedron Letters; vol. 57; 41; (2016); p. 4544 – 4548;,
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, category: pyridine-derivatives, blongs to pyridine-derivatives compound. category: pyridine-derivatives

A suspension of 5-bromo-lH-pyrazolo[3,4-c]pyridine (760 mg, 3.80 mmol) in DCM (10 mL) was treated with DMAP (50 mg, 0.41 mmol) and Boc20 (1.00 g, 4.58 mmol). After stirring for 20 min, a homogeneous solution had formed. The reaction was stirred another 12 hours, after which it was washed with 1 N aqueous HCl, water, dried (Na2S04) and concentrated to dryness, providing tert-butyl 5-bromo-lH-pyrazolo[3,4-c]pyridine-l- carboxylate: MS (EI) calc’d for CiiHi3BrN302 [M+H]+ 298 and 300, found 298 and 300; 1H MR (600 MHz, CDC13) delta 9.30 (s, 1 H), 8.16 (s, 1 H), 7.83 (s, 1 H), 1.71 (s, 9 H)

At the same time, in my other blogs, there are other synthetic methods of this type of compound,929617-35-6, 5-Bromo-1H-pyrazolo[3,4-c]pyridine, and friends who are interested can also refer to it.

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