Tag: M.W:100-200

Electric Literature of 6515-09-9, 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. 6515-09-9, name is 2,3,6-Trichloropyridine, molecular formula is C5H2Cl3N, 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.

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

Adding a certain compound to certain chemical reactions, such as: 13269-19-7, 2-Nitropyridin-3-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, Formula: C5H5N3O2, blongs to pyridine-derivatives compound. Formula: C5H5N3O2

General procedure: A magnetically stirred solution of pyrazole 4 (500 mg, 3.46 mmol) in DMF (7 mL)was treated with KOH (387 mg, 6.90 mmol) and nitroaniline 7a-e, 10 or 13a-b (3equiv., 10.38 mmol) then heated at 100 C for 1 h. The resulting mixture was cooledto room temperature then treated with NH4Cl (100 mL of a saturated aqueoussolution) and extracted with ethyl acetate (3 × 25 mL). The combined organic phaseswere washed with brine (1 × 50 mL) before being dried (MgSO4), filtered andconcentrated under reduced pressure to afford a yellow oil. Subjection of this residueto flash column chromatography (silica, 1:4 ? 1:1 v/v ethyl acetate/n-hexane gradientelution) and concentration of the relevant fractions afforded the target pyrazole 8a-e,11 or 14a-b.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,13269-19-7, 2-Nitropyridin-3-amine, and friends who are interested can also refer to it.

Reference:
Article; Reekie, Tristan A.; McGregor, Iain S.; Kassiou, Michael; Tetrahedron Letters; vol. 55; 33; (2014); p. 4568 – 4571;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 73672-37-4, 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. 73672-37-4, name is Ethyl 2-oxo-2-(pyridin-3-yl)acetate. A new synthetic method of this compound is introduced below.

Reference Example 36 A mixture of ethyl 3-pyridylglyoxylate (6.00 g), hydroxylamine hydrochloride (2.79 g), sodium acetate (4.13 g) and ethanol (80 ml) was heated to reflux for 15 hours. The reaction mixture was concentrated, water was added to the residue, and extracted with ethyl acetate. The ethyl acetate layer was washed with an aqueous saturated solution of sodium chloride, dried (MgSO4) and concentrated. The remaining crystals were recrystallized from ethyl acetate to obtain ethyl E-2-hydroxyimino-2-(3-pyridyl)-acetate (3.30 g, yield 51%) as colorless crystals. m.p. 172-173 C.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,73672-37-4, its application will become more common.

Reference:
Patent; Takeda Chemical Industries, Ltd.; US6251926; (2001); B1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 1033772-26-7, 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. 1033772-26-7, name is Methyl 1H-pyrazolo[3,4-c]pyridine-5-carboxylate, molecular formula is C8H7N3O2, 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 solution of 1 H-pyrazolo[3,4-c]pyridine-5-carboxylic acid, methyl ester (1.5 g, 8.5 mmol) in THF (350 mL) at 0 0C was added LAH (958 mg) in two portions. The reaction was stirred at 0 0C for 1.5 hr, and at rt for 1 hr. The reaction was quenched with con. NaOH at 0 0C, and the solid was filtered off and washed with MeOH. The filtrate was concentrated. Purification by column afforded 1 H-pyrazolo[3,4-c]pyridine-5-methanol (1.23 g, 96%).

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 1033772-26-7, Methyl 1H-pyrazolo[3,4-c]pyridine-5-carboxylate.

Reference:
Patent; BAYER SCHERING PHARMA AKTIENGESELLSCHAFT; WO2008/71451; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 72093-04-0, 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. 72093-04-0, name is 3-Chloro-4-methylpyridine, molecular formula is C6H6ClN, 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.

Under the protection of nitrogen,Add (0.188 mmol) to the reaction flask in turn.[Ir(COD)Cl] 2 (1,5-cyclooctadiene chloride dimer),R-(+)-1,1′-binaphthyl-2,2′-diphenylphosphine (0.188 mmol),150ml of dichloromethane,Stir at room temperature for 20 min,Then add potassium iodide 20.07g (0.0938mol)And 11.96 g (0.0938 mol) of 3-chloro-4-methylpyridine,The reaction flask was placed in a stainless steel autoclave and replaced with hydrogen three times.Finally, the required hydrogen pressure is 200 psi.After reacting for 12 hours at room temperature,Slowly release hydrogen,The reaction system was diluted with 150 mL of dichloromethane.Add 150 mL of saturated sodium carbonate solution, stir for 15 min, and separateOrganic layer,The aqueous layer was extracted with dichloromethane (3×150 mL).The organic layers were combined and dried over Na 2 SO 4 .The solvent was removed to give Compound III 16.84 g.The yield was 82.3%, and the HPLC purity was 99.55%.The ee value is 82%.

According to the analysis of related databases, 72093-04-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Shandong Luoxin Pharmaceutical Group Hengxin Pharmaceutical Co., Ltd.; Shandong Luoxin Pharmaceutical Group Co., Ltd.; Shandong Yuxin Pharmaceutical Co., Ltd.; Song Lili; Meng Fanna; Liu Mingming; (8 pag.)CN108948021; (2018); A;,
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. 52605-96-6, name is 2-Chloro-3-methoxypyridine, molecular formula is C6H6ClNO, 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. Safety of 2-Chloro-3-methoxypyridine

The boronic acid was prepared as described in Intermediate 5 (2. 5 mmol ; crude) and was dissolved in acetonitrile (2ML) and added to A 5ML microwave vessel. To the solution was 3. 0 mmol OF 2-CHLORO-3-METHOXYPYRIDINE (432 MG), 29 mg of tetrakis (TRIPHENYLPHOSPHINE) palladium (0). After stirring until dissolution, 7. 5 mmol of potassium carbonate (1. 06 G) was added, followed by LML of water. The mixture was then heated at 160C for 300 seconds. After reaction completion, the solvents were evaporated under vacuum. The residue was dissolved in 2N KOH and THF and heated for 10 min. After hydrolysis, the THF was evaporated and the basic layer was washed with ETOAC. The aqueous layer was then acidified and extracted 3 times with EtOAc. The organic layers were combined and washed with water and brine. After drying, filtration and evaporation, the residue was TRITERATED with ether to give the desired product as A yellow solid (310MG ; 47%). MS : MH+= 260

With the rapid development of chemical substances, we look forward to future research findings about 52605-96-6.

Reference:
Patent; RENOVIS, INC.; WO2005/32493; (2005); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 1227594-89-9, 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. 1227594-89-9, name is 3-Fluoro-4-(trifluoromethyl)pyridin-2(1H)-one. A new synthetic method of this compound is introduced below.

[00640] tert-Butyl (1-((1r,4r)-4-hydroxycyclohexyl)-3-(1-methyl-1H-pyrazol-3-yl)-1H-pyrrolo[3,2-c]pyridin-6-yl)(methyl)carbamate (0.037 g, 0.087 mmol),3-fluoro-4-(trifluoromethyl)pyridin-2-ol (0.0472 g, 0.261 mmol), PPh3 (0.0684 g, 0.261 mmol) were dissolved in THF (1 mL) and then DIAD (0.0527 g, 0.261 mmol) was added and the reaction was stirred overnight. The reaction mixture was concentrated and then dissolved in DCM (1 mL) and 4M HCl in dioxane (2 mL) was added and stirred for 2 h. The reaction mixture was concentrated and purified by C18 preparative HPLC (5-95% ACN in water with 0.2% TFA) to afford 1-((1s,4s)-4-((3-fluoro-4-(trifluoromethyl)pyridin-2-yl)oxy)cyclohexyl)-N-methyl-3-(1-methyl-1H-pyrazol-3-yl)-1H-pyrrolo[3,2-c]pyridin-6-amine bis(2,2,2-trifluoroacetate) (12 mg, 19.3% yield). Mass spectrum (apci) m/z = 489.2 (M+H).1H NMR (CD3OD) delta 8.77 (s, 1H), 8.14 (d, 1H), 7.89 (s, 1H), 7.61 (s, 1H), 7.21 (m, 1H), 6.87 (s, 1H), 6.64 (s, 1H), 5.56 (s, 1H), 5.00 (m, 1H), 4.55 (m, 1H), 3.95 (s, 3H), 3.05 (s, 3H), 2.42-2.24 (m, 4H), 2.09-1.95 (m, 4H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1227594-89-9, 3-Fluoro-4-(trifluoromethyl)pyridin-2(1H)-one, and friends who are interested can also refer to it.

Reference:
Patent; ARRAY BIOPHARMA INC.; ALLEN, Shelley; BOYS, Mark Laurence; COOK, Adam; GAUDINO, John; HINKLIN, Ronald Jay; LAIRD, Ellen; MCNULTY, Oren T.; METCALF, Andrew T.; NEWHOUSE, Brad; ROBINSON, John E.; (545 pag.)WO2019/113190; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 2859-68-9, Adding some certain compound to certain chemical reactions, such as: 2859-68-9, name is 3-(Pyridin-2-yl)propan-1-ol,molecular formula is C8H11NO, 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 2859-68-9.

3-(2-Pyridyl)-propionic Acid In a 50 mL round-bottomed flask equipped with a stirring bar was placed 3-(2-pyridyl)-propanol (1 g, 7.6 mmol), water (13 mL) and concentrated sulfuric acid (0.5 9, 5.1 mmol). To this stirred solution was added over a period of 30 min potassium permanganate (1.8 g, 11.3 mmol) while the reaction temperature was maintained at 50 C. After the addition was completed, the mixture was held at 50 C. until the color of the reaction mixture turned brown, then heated at 80 C. for 1 hour and filtered. The filtrate was evaporated to dryness to yield quantitatively the desired acid (1.14 g) suitable for next step without further purification. To prepare a pure acid, the residue thus obtained was boiled in ethanol (10 mL) in the presence of charcoal (0.1 g) for 5 min, filtered and cooled to give crystalline 3- (2-pyridyl)-propionic acid (0.88 g, 78%).

According to the analysis of related databases, 2859-68-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Abbott Laboratories; US6162927; (2000); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 21427-61-2, 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 21427-61-2, name is 5-Chloro-2-hydroxy-3-nitropyridine. This compound has unique chemical properties. The synthetic route is as follows.

(Reference Example 8-1) To an 80% aqueous ethanol suspension (150 ml) of 5-chloro-3-nitropyridin-2-ol (15.0 g) and calcium chloride (9.54 g) was added iron powder (24.0 g), followed by stirring at room temperature for 30 minutes, and further under heating at reflux for 1 hour. After the temperature was brought back to room temperature, the reaction suspension was filtered through Celite. Water was added to the filtrate, and extracted 8 times with a methanol-dichloromethane (1:10) mixed solvent. The collected organic layer was dried over anhydrous sodium sulfate, and concentrated under reduced pressure to afford 3-amino-5-chloropyridin-2-ol (8.86 g). 1H NMR (400 MHz, DMSO-D6) delta: 5.43 (s, 2H), 6.38 (d, 1H, J = 2.7 Hz), 6.72 (d, 1H, J = 2.7 Hz), 11.52 (s, 1H).

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 21427-61-2, 5-Chloro-2-hydroxy-3-nitropyridine.

Reference:
Patent; Daiichi Sankyo Company, Limited; EP2471792; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 61494-55-1, name is 2-(2-Chloropyridin-3-yl)acetic acid. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: 2-(2-Chloropyridin-3-yl)acetic acid

INTERMEDIATE 13; r2-Chloropyridin-3-yl)acetic acid methyl ester; To a suspension of Intermediate 12 (3.88 g, 22.6 mmol) in methanol was added acetyl chloride (1.8 mL, 24.9 mmol) and the mixture heated at 700C for 18 hours. The solvents were removed in vacuo to give the title compound as a pale brown oil (4.63 g, quant). deltaH (DMSOd6) 8.35 (IH, dd, J4.7, 1.9 Hz), 7.88 (IH, dd, J 8.5, 1.9 Hz), 7.43 (IH, dd, J8.5, 4.7 Hz), 3.80 (2H, s), 3.65 (3H, s). LCMS (ES+) RT 2.40 minutes, 186 (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, 61494-55-1, 2-(2-Chloropyridin-3-yl)acetic acid.

Reference:
Patent; UCB PHARMA S.A.; WO2007/88345; (2007); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem