Tag: M.W:200-300

Electric Literature of 104830-06-0, 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 104830-06-0, name is 2-Amino-3-iodopyridine. This compound has unique chemical properties. The synthetic route is as follows.

Manufacturing Example 1-2-2 3-Trimethylsilanylethynyl-pyridin-2-ylamine; To a mixture of 3-iodopyridin-2-ylamine (40.2 g, 183 mmol) described in Manufacturing Example 1-2-1, trimethylsilylacetylene (51.7 mL, 366 mmol), copper (I) iodide (3.49 g, 18.3 mmol), N,N-diisopropylethylamine (63.7mL, 366mmol) and N-methylpyrrolidinone (200 mL) was added tetrakis(triphenylphosphine)palladium (0) (10.6 g, 9.15 mmol) under nitrogen atmosphere, which was stirred for 3 hours and 10 minutes at room temperature. Water was added to the reaction solution, which was then extracted with ethyl acetate 4 times. The solvent was concentrated under a reduced pressure. The residue was purified by NH silica gel chromatography (heptane:ethyl acetate=4:1). The resulting solution was concentrated under a reduced pressure, and the residue was purified by silica gel chromatography (heptane:ethyl acetate=2:1 then 1:1) to obtain the title compound (28.1 g, 80.7%).1H-NMR Spectrum (DMSO-d6) delta (ppm): 0.25 (9H, s), 6.09 (2H, brs), 6.51-6.57 (1H, m), 7.50-7.55 (1H, m), 7.95-7.99 (1H, m).

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 104830-06-0, 2-Amino-3-iodopyridine.

Reference:
Patent; Tanaka, Keigo; Yamamoto, Eiichi; Watanabe, Naoaki; US2009/82403; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 67625-37-0, 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.67625-37-0, name is Ethyl 6-bromoimidazo[1,2-a]pyridine-2-carboxylate, molecular formula is C10H9BrN2O2, molecular weight is 269.0947, as common compound, the synthetic route is as follows.

A stirred solution of ethyl 6-bromoimidazo[l,2-a]pyridine-2-carboxylate(1-6, 4.0 g, 14.86 mmol), 4,4,4′,4′,5,5,5′,5′-octamethyl-2,2′-bi(l,3,2-dioxaborolane) (A17, 6.42 g, 25.27 mmol) and KOAc(2.47 gm, 25.27 mmol) in dioxane(100 mL) was degassed with argon for 30 minutes. Then[I,G- Bis(diphenylphosphino)ferrocene]palladium(II) dichloride(0.761 g, 1.04 mmol) was added. The reaction mixture was heated at 90C for 16 h. After completion, reaction mixture quenched with water and extracted with ethyl acetate. The organic layer was separated, dried over anhydrous sodium sulphate and concentrated under reduced pressure to obtain the crude. This crude washed with 30% diethyl ether in hexane and concentrated the filtrate to offered ethyl 6-(4,4,5,5-tetramethyl-l,3,2-dioxaborolan-2- yl)imidazo[l,2-a]pyridine-2-carboxylate 1-27 as brown gummy liquid. Yield: 7.8 g LC-MS(ES) m/z = 235.09[M+H]+.

The chemical industry reduces the impact on the environment during synthesis 67625-37-0, I believe this compound will play a more active role in future production and life.

Reference:
Patent; JUBILANT BIOSYS LIMITED; VADIVELU, Saravanan; RAJAGOPAL, Sridharan; BURRI, Raghunadha Reddy; GARAPATY, Shivani; SIVANANDHAN, Dhanalakshmi; THAKUR, Manish Kumar; NATARAJAN, Tamizharasan; SWAMY, Indu N; NAGARAJU, Nagendra; KANAGARAJ, Subramaniam; MOHD, Zainuddin; SARKAR, Sayantani; SAMANTA, Swapan Kumar; ., Hariprakash; (284 pag.)WO2019/102494; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 624-28-2 ,Some common heterocyclic compound, 624-28-2, molecular formula is C5H3Br2N, 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.

General procedure: Procedure (take intermediate 3a as an example): 2,5-dibromopyridine (61.5 mmol), phenol (64.6 mmol), cuprous iodide (6.15 mmol), and Cs2CO3 (92 mmol) were placed in a 250 mL dried flask. Add 150 mL DMSO, then add TMEDA (6.15 mmol), heated to 110 degrees under Ar protection (Unless otherwise specified, the temperature in the present invention is in degrees Celsius C), react for about 20 hours, TLC conversion complete. After cooling to room temperature, a large amount of ethyl acetate was added, the mixture was washed 4 times with water and extracted twice with ethyl acetate. The combined EA (ethyl acetate) phase was washed with brine, and the organic layer was dried, filtered and evaporated to dryness to give the product as a brown oil.

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. 624-28-2, 2,5-Dibromopyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Hangzhou He Zheng Pharmaceutical Co., Ltd.; Zhou Xinglu; Liu Xingguo; Luo Wenhua; Zhong Shichun; Huang Jinglai; Dong Xiaowu; Huang Wenhai; Hu Miao; (55 pag.)CN108069974; (2018); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 15471-17-7, 3-(Pyridin-1-ium-1-yl)propane-1-sulfonate, 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, 15471-17-7, blongs to pyridine-derivatives compound. HPLC of Formula: C8H11NO3S

General procedure: Toa mixture of toluene (30 mL) and 1,3-propane sulfone (0.10 mol, 12.2 g) in a 100 mLround bottomed flask was added pyridine (0.11 mol, 8.7 g, 8.9 mL). The reactionmixture was stirred for 24 h at 50 oC under a nitrogen atmosphereuntil a white precipitate (PyPS) was formed. After filtration, washing withdiethyl ether and drying in a vacuum, PyPS was obtained. To an aqueous solutionof H3PW12O40 (0.03 mol, 86.4 g) was added PyPS(0.09 mol, 18.1 g) and then the mixture was stirred at room temperature for 24h. Finally, the solution was removed in vacuum to give the product [PyPS]3PW12O40as a solid. Thus [MIMPS]3PW12O40, [MIMPS]3PMo12O40,[PyPS]3PMo12O40, [TEAPS]3PW12O40and [TEAPS]3PMo12O40 were prepared usingaccording starting materials.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,15471-17-7, its application will become more common.

Reference:
Article; Fu, Renzhong; Yang, Yang; Ma, Yunsheng; Yang, Fei; Li, Jingjing; Chai, Wen; Wang, Quan; Yuan, Rongxin; Tetrahedron Letters; vol. 56; 30; (2015); p. 4527 – 4531;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 73290-22-9, 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.73290-22-9, name is 2-Bromo-5-iodopyridine, molecular formula is C5H3BrIN, molecular weight is 283.89, as common compound, the synthetic route is as follows.

General procedure: Step 1: 1-(6-Bromo-pyridin-3-yl)-4,4-dimethyl-imidazolidin-2-one [0137]2-bromo-5-iodopyridine (1.0 g, 3.52 mmol), 4,4-dimethyl-imidazolidin-2-one (CAS 24572-33-6) (400 mg, 3.52 mmol, 1.0 equiv.), cesium carbonate (1.72 g, 5.28 mmol, 1.5 equiv.), and 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene (xantphos) (82 mg, 0.141 mmol, 0.04 equiv.) in 10 ml of toluene was added under argon atmosphere tris(dibenzylideneacetone)dipalladium(0) chloroform adduct (Pd2 (dba)3*CHCl3) (73 mg, 0.07 mmol, 0.02 equiv.). The mixture was stirred for 1 hour at 100 C. The mixture was directly loaded on a 50 g silicagel column and was eluted with an heptan:ethyl acetate gradient 100:0 to 0:100 and an ethyl acetate:methanol gradient 100:0 to 80:20. The desired 1-(6-bromo-pyridin-3-yl)-4,4-dimethyl-imidazolidin-2-one (810 mg, 85% yield) was obtained as a light yellow solid, MS: m/e=207.1/272.1 (M+H+).

The chemical industry reduces the impact on the environment during synthesis 73290-22-9, I believe this compound will play a more active role in future production and life.

Reference:
Patent; Hoffmann-La Roche Inc.; Jaeschke, Georg; Lindemann, Lothar; Ricci, Antonio; Rueher, Daniel; Stadler, Heinz; Vieira, Eric; US2013/90332; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 911434-05-4, 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. 911434-05-4, name is 5-Bromo-2-methyl-3-nitropyridine, molecular formula is C6H5BrN2O2, 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.

To a stirred mixture of iron filings (5 g, 89.29 mmol, 3.88 equiv) and ammonium chloride (1 g, 18,70 mmol, 0.81 equiv) in ethanol (66 mL) and water (33 mL) was added a solution of 5-bromo-2- methyl-3-nitropyridine (5 g, 23.04 mmol, 1 .00 equiv) in ethanol (50 mL) dropwise at 90 C. The reaction mixture was stirred for 1 0 min at 90 C and then cooled to rt. The solid material was removed by filtration. The filtrate was concentrated under vacuum and the residue was purified on a si lica gel column eluted with ethyl acetate/petroleum ether ( 1 :2) to yield 1 .6 g (37%) of the title compound as a yellow solid. LC/MS (Method I, ESI). RT= 0.81 min, m z =- 187.0; 189.0 [M+H]

According to the analysis of related databases, 911434-05-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; GENENTECH, INC.; FORMA TM, LLC; BAIR, Kenneth W.; BAUMEISTER, Timm R.; DRAGOVICH, Peter; GOSSELIN, Francis; YUEN, Po-Wai; ZAK, Mark; ZHENG, Xiaozhang; WO2013/127267; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 4487-59-6, 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. 4487-59-6, name is 2-Bromo-5-nitropyridine, molecular formula is C5H3BrN2O2, 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-bromo-5-nitropyridine (12.0 g, 59.1 mmol, CAS No.: 4487-59-6) and copper (I) cyanide (7.94 g, 88.7 mmol) in N,N-dimethylformamide (50 mL) was heated under reflux for 16 hours. After being cooled down to room temperature, the reaction mixture was poured into water and then extracted with ethyl acetate (100 mL x 3). The combined organiclayer was washed with brine, and then dried over sodium sulfate and filtered. The filtrate was concentrated in vacuo to afford 8.0 g of 5-nitropyridine-2-carbonitrile (yield was 90.8%).

According to the analysis of related databases, 4487-59-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; WANG, Lisha; YUN, Hongying; ZHANG, Weixing; ZHENG, Xiufang; WO2015/22301; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 849937-96-8, 5-Bromo-2,4-dichloropyridine, 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, COA of Formula: C5H2BrCl2N, blongs to pyridine-derivatives compound. COA of Formula: C5H2BrCl2N

Example 123 N-[l-cyclopropyl-2-(5-methyl-l,2,4-oxadiazol-3-yl)propan-2-yl]-5-(3-hydroxyoxetan- 3-yl)-4-(2,2,2-trifluoroethoxy)pyridine-2-carboxamide 3-(4,6-dichloro-3-pyridyl)oxetan-3-ol To a solution of 5-bromo-2,4-dichloropyridine (CAN 849937-96-8, 15 g, 66.1 mmol) in dry THF (300 ml) cooled down to -15C under an argon atmosphere was added isopropyl magnesium chloride, lithium chloride complex (53.4 ml, 69.4 mmol) and the mixture was stirred at -15C for 1 hour. Then oxetan-3-one (5.24 g, 72.7 mmol) was added neat to the reaction mixture cooled at -15C, reaction mixture was stirred and let to warm up to room temperature overnight. Reaction was quenched by addition of water and stirred for 5 minutes. Reaction was diluted with ethyl acetate and was transfered into a separatory funnel. The organic phase was extracted with a saturated aqueous solution of ammonium chloride and the organic phase was collected. The aqueous phase was back-extracted with ethyl acetate. The combined organic phases were dried over sodium sulfate and evaporated down to dryness. The crude material was purified by flash chromatography on silica eluting with a heptane/ethyl acetate gradient to yield the title compound (10.5mg, 72%). MS (ESI, m/z): 220.4 (M+H+)

At the same time, in my other blogs, there are other synthetic methods of this type of compound,849937-96-8, 5-Bromo-2,4-dichloropyridine, and friends who are interested can also refer to it.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; GRETHER, Uwe; KIMBARA, Atsushi; NETTEKOVEN, Matthias; RICKLIN, Fabienne; ROEVER, Stephan; ROGERS-EVANS, Mark; ROMBACH, Didier; SCHULZ-GASCH, Tanja; WESTPHAL, Matthias; WO2014/86805; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 1235342-53-6, 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. 1235342-53-6, name is 3-(Bromomethyl)-5-methylpyridine hydrobromide. A new synthetic method of this compound is introduced below.

An inert atmosphere N2 was passed through a 1 L three-necked round bottom flask and held.3-Bromomethyl-5-methylpyridine hydrobromide (Compound A, 20 g, 74.92 mmol) was added.Dichloromethane (200ml) and water (40g),Then, sodium hydrogencarbonate (27.1 g, 322.58 mmol) was added dropwise with stirring at 0 C.Aqueous solution (40ml)And m-CPBA (37.1g, 214.99mmol)A solution of dichloromethane (200 ml).Stir at room temperature for 2 hours.The resulting solution was extracted with 5 x 200 ml of dichloromethane.Combine the organic layers,Dry with anhydrous sodium sulfate,Concentrate in vacuo.The residue was applied to a silica gel column eluting with dichloromethane/methanol.Get 7.5g (50%)Compound B3-bromomethane-5-methylpyridine-N-oxide pale yellow solid,The test results are shown in Figure 1.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1235342-53-6, 3-(Bromomethyl)-5-methylpyridine hydrobromide, and friends who are interested can also refer to it.

Reference:
Patent; Hangzhou Aoyi Baoling Pharmaceutical Co., Ltd.; Fang Yuan; Jin Yukun; Gong Wen; Li Fugao; Sun Xiaoyan; Ling Jue; Yu Yingmin; (15 pag.)CN109678841; (2019); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 911434-05-4, Adding some certain compound to certain chemical reactions, such as: 911434-05-4, name is 5-Bromo-2-methyl-3-nitropyridine,molecular formula is C6H5BrN2O2, 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 911434-05-4.

0208] Step 1. 5-Bromo-2-methyl-pyridin-3-ylamine. To a stirred mixture of iron filings (5 g, 89.29 mmol, 3.88 equiv) and ammonium chloride (1 g, 18.70 mmol, 0.81 equiv) in ethanol (66 mL) and water (33 mL) was added a solution of 5-bromo-2-methyl-3- nitropyridine (5 g, 23.04 mmol, 1.00 equiv) in ethanol (50 mL) dropwise at 90 C. The reaction mixture was stirred for 10 min at 90 C and then cooled to rt. The solid material was removed by filtration. The filtrate was concentrated under vacuum and the residue was purified on a silica gel column eluted with ethyl acetate/petroleum ether (1:2) to yield 1.6 g (37%) of the title compound as a yellow solid. LC/MS (Method I, ESI): RT= 0.81 min, m/z = 187.0; 189.0 [M+H

According to the analysis of related databases, 911434-05-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; GENENTECH, INC.; FORMA TM, LLC; BAIR, Kenneth, W.; BAUMEISTER, Timm, R.; BUCKMELTER, Alexandre, J.; CLODFELTER, Karl, H.; GUNZNER-TOSTE, Janet; HAN, Bingsong; LIN, Jian; REYNOLDS, Dominic, J.; SMITH, Chase, C.; WANG, Zhongguo; ZAK, Mark; ZHENG, Xiaozhang; ZHAO, Guiling; WO2013/130943; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem