Tag: M.W:100-200

Electric Literature of 1133879-69-2 ,Some common heterocyclic compound, 1133879-69-2, molecular formula is C7H6FN, 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.

Tetra butyl ammonium bromide (7 mg, 0.023 mmol) was dissolved in 50% aqueous sodium hydroxide and stirred for 10 min. at RT. Carboline 1 (0.1 g, 0.47 mmol) was added to the reaction mixture and stirred for 10 min. at RT. 3-Fluoro-5-vinylpyridine (69 mg, 0.56 mmol) was added, and the reaction mixture stirred at 100 C overnight. The reaction was monitored by TLC and LCMS. Upon completion of reaction, the mixture was cooled to RT and the compound was extracted with EtOAc twice. The combined organic layers were dried over anhydrous sodium sulfate and concentrated to yield the crude product, which was purified by reverse phase chromatography to give 15 mg of product as TFA salt.[0353] Analytical HPLC: YMC ODS A, 4.6 x 150 mm, 5 jim, mobile phase A: 0.05% TFA, mobile phase B: 0.05% TFA in Acetonitrile, gradient, 5% to 95% B in 8 min., hold for 1.5 min., 95% to 5% B in 0.01 min., retention time (min.), 5.51, purity, 95.02%, flow rate, 1.4 mL/min. 1H NMR (DMSO, TFA salt) d (ppm) 10.9-10.8 (m, 1H), 8.50-8.45 (m, 1H), 8.15-8.10 (m, 1H), 7.65-7.55 (m, 1H), 7.40-7.30 (m, 2H), 7.05-6.90 (m, 1H), 4.75-4.65 (m, 2H), 4.40-4.20 (m, 2H), 3.95-3.40 (m, 2H), 3.35-3.15 (m, 1H), 3.10-3.00 (m, 2H), 2.44-2.25 (m, 5H), 2.15-2.00 (m, 2H). H).

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. 1133879-69-2, 3-Fluoro-5-vinylpyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; MEDIVATION TECHNOLOGIES, INC.; JAIN, Rajendra, Parasmal; CHAKRAVARTY, Sarvajit; WO2011/38163; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 64951-08-2, Adding some certain compound to certain chemical reactions, such as: 64951-08-2, name is Imidazo[1,2-a]pyridine-2-carboxylic acid,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 64951-08-2.

Step (b) N-(2-aminoethyl)-N-{cis-4-[6-fluoro-2,4-dioxo-l-(tetrahydro-2H-thiopyran-4-yl)- l,4-dihydropyrido[2,3-d]pyrimidin-3(2H)-yl]cyclohexyl}imidazo[l,2-a]pyridine-2- carboxamide.; Imidazole[l,2a]pyridine-2-carboxylic acid (72 mg, 0.43 mmol) was dissolved in dry DMF (5 ml) and DIEA (0.2 ml, 1.15 mmol) was added, followed by HATU (164 mg, 0.43 mmol) and the mixture stirred for 10 min. (2-{4-[6-Fluoro-2,4-dioxo-l-(tetrahydro- thiopyran-4-yl)-l,4-dihydro-2H-pyrido[2,3-d]pyrimidin-3-yl]-cyclohexylamino}-ethyl)- carbamic acid tert-butyl ester (170 mg, 0.32 mmol) was added and the mixture stirred at room temperature overnight. The mixture was evaporated to dryness and the residue taken up into a mixture of TFA/Dichloromethane (1:1) (10 ml). Allowed to stand at room temperature for 2h. before being evaporated to dryness. The residue was dissolved in water (20 ml) and the solution was made basic by the addition of 0.88 aqueous ammonia solution. The solid that precipitated was collected by filtration then purified by reverse phase HPLC (25-95% acetonitrile in aqueous ammonia) to afford the title compound (81 mg, 45%).1H NMR (300 MHz, DMSO-^5 120 C) delta 8.71 (d, IH), 8.55 (d, IH), 8.31 (s, IH), 8.15 (m, IH), 7.93 (s, IH), 7.58 (d, IH), 7.33 (m, IH), 6.96 (t, IH), 5.25 (m, IH), 4.82 (m, IH), 3.51 (q, 2H), 2.84 (m, 6H), 2.06 (m, 4H), 1.93 (m, 3H), 1.60 (m, 3H), 1.46 (m, 4H). APCI (Multimode) m/z: 566 [M+H]

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. 64951-08-2, Imidazo[1,2-a]pyridine-2-carboxylic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2008/84240; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 1132-37-2, 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.1132-37-2, name is Dipyridin-2-ylmethane, molecular formula is C11H10N2, molecular weight is 170.2105, as common compound, the synthetic route is as follows.

General procedure: In a dry flamed Schlenk tube under argon atmosphere, iridium dimers (1 eq.) and N^N ligands (2.2 eq.)were introduced in degassed 2:1 mixture of dichloromethane/methanol (8 mL). The reaction mixturewas stirred at 50 C for 6 h. After cooling down the solution to room temperature, excess of KPF6 (10eq.) was added affording a precipitate. The inorganic solid was filtered off and the filtrate wasevaporated. The solid was washed on a frit with diethyl ether (3×5 ml) and dried under vacuum to affordpure cationic iridium [Ir(C^N)2(N^N)][PF6] complexes.

The chemical industry reduces the impact on the environment during synthesis 1132-37-2, I believe this compound will play a more active role in future production and life.

Reference:
Article; Sauvageot, Elodie; Lafite, Pierre; Duverger, Eric; Marion, Ronan; Hamel, Matthieu; Gaillard, Sylvain; Renaud, Jean-Luc; Daniellou, Richard; Journal of Organometallic Chemistry; vol. 808; (2016); p. 122 – 127;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 3222-56-8, 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. 3222-56-8, name is 2-Methylnicotinic acid. A new synthetic method of this compound is introduced below.

General procedure: To a solution of carboxylic acid 22 or 29?31 (0.1mol) in dry methanol (150mL), concd H2SO4 (20mL) was added. The mixture was refluxed for 15?20h (LC?MS control). The solvent was removed in vacuo, and the residue was dissolved in H2O. The solution was made alkaline with cold saturated aq K2CO3 and extracted with CH2Cl2 (4×50mL). The combined organic extracts were dried over Na2SO4 and evaporated in vacuo. The residue was purified by flash chromatography (EtOAc as eluent) or distilled in vacuo to give 17?20.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,3222-56-8, 2-Methylnicotinic acid, and friends who are interested can also refer to it.

Reference:
Article; Yaremenko, Anatoliy G.; Volochnyuk, Dmitriy M.; Shelyakin, Vyacheslav V.; Grygorenko, Oleksandr O.; Tetrahedron; vol. 69; 33; (2013); p. 6799 – 6803;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 1003711-43-0, 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. 1003711-43-0, name is 2-Bromo-5-hydroxy-3-methylpyridine, molecular formula is C6H6BrNO, 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.

A mixture of 2-chloromethyl-oxazole (J&W Pharmlab LLC, Levittown, PA, USA) (0.36 mL, 3.10 mmol), 2-bromo-5-hydroxy-3-picoline (AOBchem USA, Santa Monica, Ca, USA) (0.54 g, 2.87 mmol), and potassium carbonate (0.21 mL, 3.45 mmol) in 2 mL acetonitrile was heated at 90 C for 1 hour then stirred at room temperature for 14 hours. It was partitioned between 50 mL of ethyl acetate and 10 mL of water. The organic layer was concentrated and the residue was purified on a silica gel column (0 to 40% EtOAc in heptane) to give 131a (0.44 g, 57% yield) as a white solid. LC/MS (ESI+) m/z = 269.0/271.0 [M+H]+. 1H NMR (400 MHz, CHLOROFORM-d) delta 7.97-8.05 (m, 1H), 7.64-7.75 (m, 1H), 7.21-7.24 (m, 1H), 7.13-7.18 (m, 1H), 5.13-5.21 (m, 2H), 2.33-2.40 (m, 3H).

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 1003711-43-0, 2-Bromo-5-hydroxy-3-methylpyridine.

Reference:
Patent; AMGEN INC.; ALLEN, Jennifer R.; AMEGADZIE, Albert; BOURBEAU, Matthew P.; CHEN, Jian J.; FROHN, Michael J.; HARRINGTON, Paul E.; LOW, Jonathan D.; MA, Vu V.; NGUYEN, Thomas T.; PICKRELL, Alexander J.; REEVES, Corey; (122 pag.)WO2018/112086; (2018); 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. 52311-50-9, name is 2-Chloro-4-ethoxypyridine, molecular formula is C7H8ClNO, 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: 2-Chloro-4-ethoxypyridine

2-Chloro-4-ethoxypyridine (100 g, 634.5 mmol) was added to H2504 (500 mL) slowly. NBS (124.2 g, 698.0 mmol) was then added to the above reaction mixture at aThe mixture was stirred at 80 C for 3 h. TLC analysis (PE/EA = 10:1, Rf = 0.5) showed the reaction was finished. The reaction mixture was poured into ice-water (2000 mL), extracted with EA, and then concentrated. Another ten batches were prepared following the same procedure. The combined crude product was purified by flash column chromatography to give 5-bromo-2-chloro-4-ethoxypyridine (670 g, 2.84 mol, 40.0%): ?HNIVIR (400 IVIFIz, CD3OD): 8.31 (s, 1H), 7.14 (s, 1H), 4.32-4.10 (m, 2H), 1.58-1.35 (m,3H); ES-LCMS m/z. 236.0, 238.0 (M, M+2H).

With the rapid development of chemical substances, we look forward to future research findings about 52311-50-9.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; CHEUNG, Mui; CLARK, William M.; EIDAM, Hilary Schenck; LAMEY, Kimberly Anne; THOMAS, James V.; (73 pag.)WO2016/38519; (2016); 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.72141-44-7, name is 4-Chloro-2-methoxypyridine, molecular formula is C6H6ClNO, molecular weight is 143.5709, as common compound, the synthetic route is as follows.Safety of 4-Chloro-2-methoxypyridine

Step 1. Synthesis of 4-(biphenyl-2-yl)-2-methoxypyridine. A nitrogen flushed mixture of 4-chloro-2-methoxypyridine (3.0 g, 21.03 mmol), 2-biphenylboronic acid 5.0 g, 25.23 mmol), Pd2(dba)3 (381 mg, 0.414 mmol), 2-dicyclohexylphosphino-2′,6′- dimethoxybiphenyl (681 mg, 1.66 mmol), toluene (250 mL) and a slurry OfK3PO4H2O (14.57 g, 63.09 mmol) in water (25 mL) were refluxed for 18 h. After the mixture cooled to room temperature the organic layer was dried over anhydrous Na2SO4, filtered, and concentrated in vacuum. The residue was purified by flash chromatography on silica (hexane: ethyl acetate) and recrystallized from ethyl acetate to give 4-(biphenyl-2-yl)-2- methoxypyridine (4.2 g, 76.5%).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,72141-44-7, 4-Chloro-2-methoxypyridine, and friends who are interested can also refer to it.

Reference:
Patent; UNIVERSAL DISPLAY CORPORATION; MA, Bin; KWONG, Raymond, C.; WO2010/132524; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 120739-77-7, 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.120739-77-7, name is N-((6-Chloropyridin-3-yl)methyl)ethanamine, molecular formula is C8H11ClN2, molecular weight is 170.6393, as common compound, the synthetic route is as follows.

Example 3Synthesis of (1E)-N-[(6-chloro-3-pyridinyl)methyl]-N-ethyl-N’-methyl-2-nitro-1,1-ethenediamine (third batch)351.9 g of n-butyl acetate and 102.7 g of a 35% potassium carbonate aqueous solution were charged in a 1-L separable flask. The solution was cooled to -4 C., 48.8 g of 1,1-dichloro-2-nitroethene (net weight 40.6 g) was added dropwise while stirring over 30 minutes, and 44.8 g of 2-chloro-5-(ethylaminomethyl)pyridine (net weight 44.4 g) was subsequently added dropwise over 3 hours. The reaction mixture was stirred at -4 C. for 15 minutes, 60.6 g of a 40% methyl amine aqueous solution was added dropwise over 3 hours, and stirring was further continued for 4 hours.The obtained reaction mixture was warmed to 15 C. and extracted four times with the extracted aqueous layers 1, 2 and 3 obtained in Example 2 (50.3 g, 45.2 g, and 31.9 g, respectively) and 30.0 g of water, and the obtained four extracted aqueous layers were combined. The combined aqueous layer obtained was extracted at 15 C. four times with the extracted 5-ethyl-2-methylpyridine layers 1, 2 and 3 obtained in Example 2 (85.5 g, 85.6 g and 90.4 g, respectively) and 75.0 g of 5-ethyl-2-methylpyridine, and the obtained four extracted 5-ethyl-2-methylpyridine layers were combined. After washing the combined 5-ethyl-2-methylpyridine layer with 50.0 g of saturated sodium sulfate solution, 800 g of n-heptane was added thereto and the mixture was concentrated at 4.5 kPa, 25 to 35 C. until the amount of the residual solution was 350.6 g. 20.0 g of 5-ethyl-2-methylpyridine was added to the concentrated mass, and the mixture was maintained at 40 C. for 1 hour followed by filtration to remove insoluble matters.The obtained filtrate was flushed down with 10.0 g of 5-ethyl-2-methylpyridine to a 500 ml separable flask, the temperature was adjusted to 35 C., and then 20.0 g of n-heptane was added dropwise over minutes. 0.01 g of seed crystals of (1E)-N-[(6-chloro-3-pyridinyl)methyl]-N-ethyl-N’-methyl-2-nitro-1,1-ethenediamine was added to the mass and the mixture was cooled to 15 C. over 5 hours, and subsequently cooled to -10 C. over 10 hours for crystallization. The crystalline mass was further stirred at -10 C. for 3 hours and filtered. The obtained crystals were washed with 60.0 g of 5-ethyl-2-methylpyridine/n-heptane (9/1 weight ratio) which had been cooled to -10 C., and subsequently washed with 200.0 g of n-heptane cooled to -10 C. The washed crystals were dried at 2.7 kPa, 40 C. for 4 hours to obtain 61.4 g of (1E)-N-[(6-chloro-3-pyridinyl)methyl]-N-ethyl-N’-methyl-2-nitro-1,1-ethenediamine with a content of 99.2%.

Statistics shows that 120739-77-7 is playing an increasingly important role. we look forward to future research findings about N-((6-Chloropyridin-3-yl)methyl)ethanamine.

Reference:
Patent; SUMITOMO CHEMICAL COMPANY, LIMITED; US2011/184184; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 271-29-4, 1H-Pyrrolo[2,3-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, 271-29-4, blongs to pyridine-derivatives compound. Product Details of 271-29-4

N-Iodosuccinimide (1.05 g, 4.66 mmol, 1.1 eq) was added to a solution of 6-azaindole (0.50 g, 4.24 mmol, 1.0 eq) in acetonitrile (25 mL). The reaction was stirred at room temperature for 1.5 hours before concentrating to remove the solvent. The residue was partitioned between EtOAc (100 mL) and Na2S2O3 (100 mL). The organics were washed with NaHCO3 (80 mL) and brine (80 mL), dried (Na2SO4) and concentrated under reduced pressure. MPLC (silica, 013% MeOH [2M NH3]-CH2Cl2) yielded 3-iodo-6-azaindole as a pink solid. To a solution of 3-iodo-6-azaindole (0.471 g, 1.93 mmol, 1.0 eq) in dimethylformamide (15 mL) at 0C was added sodium hydride (0.93 g of a 60% suspension in oil, 2.32 mmol, 1.2 eq). The reaction was stirred at 0C for 30 minutes and benzenesulfonyl chloride (0.30 mL, 2.32 mmol, 1.2 eq) added. The reaction was stirred between 0C and room temperature for 3 hours. The reaction was partitioned between EtOAc (80 mL) and NaHCO3-water (1:1, 80 mL). The organics were washed with brine (80 mL), water (80 mL) and brine (80 mL), dried (Na2SO4) and concentrated under reduced pressure. MPLC (silica, 4080% EtOAc-hexane) yielded 3-iodo-1-benzenesulfonyl-6-azaindole as a white solid.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,271-29-4, its application will become more common.

Reference:
Article; Shaw, Simon J.; Goff, Dane A.; Lin, Nan; Singh, Rajinder; Li, Wei; McLaughlin, John; Baltgalvis, Kristen A.; Payan, Donald G.; Kinsella, Todd M.; Bioorganic and Medicinal Chemistry Letters; vol. 27; 11; (2017); p. 2617 – 2621;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 19346-44-2, 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 19346-44-2, name is 2-Fluoro-3-nitro-5-methylpyridine. This compound has unique chemical properties. The synthetic route is as follows.

3-Amino-2-fluoro-5-methylpyridine was prepared analogously from 2-fluoro-5-methyl-3-nitropyridine. This compound was obtained in 89 percent yield as white solid melting at 27-28.5 C. Elemental Analysis C6 H7 FN2 Calc.: %C, 57.1; %H, 5.59; %N, 22.2 Found: %C, 56.9, %H, 5.65; %N, 22.6 1 H NMR CDCl3: 7.2 (d, 1H); 6.8 (d, 1H); 3.7 (br, 2H); 2.1 (s, 3H); 13 C NMR CDCl3: 151.8 (d, J=229); 134.5 (d, J=12.6); 132.2 (d, J=3.9); 129.9 (d, J=28.7); 125.8 (d, J=5.3), 17.8.

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 19346-44-2, 2-Fluoro-3-nitro-5-methylpyridine.

Reference:
Patent; DowElanco; US5614469; (1997); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem