Month: April 2022

Reference of 955372-86-8, Adding some certain compound to certain chemical reactions, such as: 955372-86-8, name is 3-Bromo-5-fluoroisonicotinic acid,molecular formula is C6H3BrFNO2, 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 955372-86-8.

Step 3: Preparation of methyl 3-fluoro-5-methylisonicotinate Zn(CH3)2 (225 mL, 0.22 mol, 1.5 equiv) was added into a mixture of 3-bromo-5-fluoroisonicotinate (35 g, 0.15 mol, 1 equiv), dioxane (1 L), and Pd(dppf)Cl2 (11 g, 15 mmol, 0.1 equiv) at room temperature under nitrogen. The resulting solution was stirred for 3 h at 50 C. The reaction was then quenched by the addition of methanol. The solids were filtered out. The resulting mixture was concentrated under vacuum. The residue was dissolved in ethyl acetate, washed with brine, dried over anhydrous sodium sulfate and concentrated under vacuum. The residue was purified by silica column chromatography to give the product (17 g, 69%).

According to the analysis of related databases, 955372-86-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Genentech, Inc.; Terrett, Jack Alexander; Chen, Huifen; Constantineau-Forget, Lea; Larouche-Gauthier, Robin; Lepissier, Luce; Beaumier, Francis; Dery, Martin; Grand-Maitre, Chantal; Sturino, Claudio; Volgraf, Matthew; Villemure, Elisia; (138 pag.)US2019/284179; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 88579-63-9, Adding some certain compound to certain chemical reactions, such as: 88579-63-9, name is 2,6-Dichloropyridine-4-methylamine,molecular formula is C6H6Cl2N2, 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 88579-63-9.

To a solution of (2S ,4R)- 1 -tert-butoxycarbonyl-4-fluoro-pyrrolidine-2-carboxylic acid (500 mg, 2.1437 mmol) and 2,6-dichloropyridine-4-methylamine (426 mg, 2.36 mmol) in N,Ndimethylformamide (8.6 mL) was added N,N-diisopropylethylamine (0.561 mL, 3.2156 mmol) and HATU (998.09 mg, 2.5725 mmol). The reaction mixture was stuffed at RT 2h.The reaction was quenched with water and extracted with EtOAc. The organic layers was dried with sodium sulfate, filtered, and concentrated via rotovap. The crude product was carried to next step. LCMS (ESI) m/z:392.10 [M+H]+

According to the analysis of related databases, 88579-63-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; GENENTECH, INC.; CHEN, Huifen; CHU, Yanyan; DO, Steven; ESTRADA, Anthony; HU, Baihua; KOLESNIKOV, Aleksandr; LIN, Xingyu; LYSSIKATOS, Joseph P.; SHORE, Daniel; VERMA, Vishal; WANG, Lan; WU, Guosheng; YUEN, Po-wai; WO2015/52264; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 59020-10-9 ,Some common heterocyclic compound, 59020-10-9, molecular formula is C17H31NSn, 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.

147a. 6-Chloro-3-(1-methyl-2-(S)-pyrrolidinylmethoxy)-5-(3-pyridyl)pyridine To a solution of 3-(1-methyl-2-(S)-pyrrolidinylmethoxy)-5-bromo-6-chloropyridine (500 mg, 1.28 mmol) in toluene (10 mL) was added 3-pyridinyltributyltin (564 mg, 1.54 mmol) and tetrakis(triphenylphosphine)palladium(0) (45 mg, 0.04 mmol). After being heated under reflux for 16 h, the resulting mixture was cooled to room temperature. Solvent was removed, and the residue was chromatographed (silica gel; EtOAc/hexane, 2:19 to 1:1) to afford an oil (428 mg, 86%): 1H NMR (CDCl3, 300 MHz) delta 1.45 (s, 9H), 1.94 (m, 1H), 1.98-2.10 (m, 2H), 3.31-3.45 (m, 2H), 3.88-4.30 (m, 4H), 7.22 (m, 1H), 7.40 (m, 1H), 7.83 (td, 1H, J=1.5, 9.0 Hz), 8.16 (d, 1H, J=3.0 Hz), 8.64-8.73 (m, 2H); MS (CI/NH3) m/z 390 (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. 59020-10-9, 3-(Tributylstannyl)pyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Abbott Laboratories; US6437138; (2002); B1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 1211523-71-5, 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 1211523-71-5, name is 2-(2-Bromopyridin-3-yl)acetonitrile. This compound has unique chemical properties. The synthetic route is as follows.

In a three-necked flask equipped with a reflux condenser, lithium and aluminium hydride(1.95 mmol) was dissolved in anhydrous THF (2 mL). In a dropping funnel, aluminum chloride(1.95 mmol) dissolved in THF (3 mL) was added rapidly to the hydride solution. After five minutes, a solution of 2-(2-bromopyridin-3-yl) acetonitrile (1.77 mmol) in THF (4 mL) was added dropwise. One hour later, diethylether (40 mL) was added before adding a solution of 6 N sulphuric acid to reach an acidic pH. The mixture was extracted with diethylether. The pH of the aqueous layer was adjusted to 12 then extracted again with diethylether. The organic layer was dried then evaporated to afford a yellow oil (50%).

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 1211523-71-5, 2-(2-Bromopyridin-3-yl)acetonitrile.

Reference:
Article; Balieu, Sebastien; Toutah, Krimo; Carro, Laura; Chamoreau, Lise-Marie; Rousseliere, Helene; Courillon, Christine; Tetrahedron Letters; vol. 52; 22; (2011); p. 2876 – 2880;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 18368-73-5 ,Some common heterocyclic compound, 18368-73-5, molecular formula is C6H6N2O2, 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.

To a solution of 250 mg (1.86 mmol) of terephthalaldehyde 70, 618 mg (4.47 mmol) of nitropicoline 63 in 8 mL of THF was added 4.47 mL (4.47 mmol) of a 1 M solution of TBAF and 732 mg (5.59 mmol) of Huenig’s base. The mixture was stirred at 60 C for 3 days. The crude reaction mixture was concentrated under reduced pressure onto 1 g of silica gel and purified by silica gel chromatography with a gradient of 0e55% EtOH/EtOAc:hexane to afford 400 mg (68%) of dimeric furopyridine 73 as a colorless solid: mp 157e158 C; 1 H NMR (500 MHz, CDCl3) d 3.23 (dd, 2H, J 16.1 and 7.6 Hz), 3.71 (dd, 2H, J 16.1 and 9.4 Hz), 5.86 (dt, 2H, J 9.4 and 7.6 Hz), 6.85 (m, 2H), 7.45 (s, 4H), 7.50 (m, 2H), 8.01 (d, 2H, J 5.0 Hz); 13C NMR (125 MHz, CDCl3) d 36.4, 36.5, 8.10, 116.7, 119.0, 125.6, 133.4, 141.0, 146.6, 167.7. Anal. Calcd. For C20H16N2O2: C, 75.93; H, 5.10; N, 8.86. Found: C, 75.76; H, 4.98; H, 8.79.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,18368-73-5, its application will become more common.

Reference:
Article; Kuethe, Jeffrey T.; Tetrahedron; vol. 75; 34; (2019);,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 182181-42-6, 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 182181-42-6, name is 2-(Chloromethyl)-8-methylimidazo[1,2-a]pyridine. This compound has unique chemical properties. The synthetic route is as follows.

Production Example 28; 1.52 g of 2- (chloromethyl)-8-methylimidazo [1, 2- pyridine and 1.36 g of (3,3, 3- trifluoropropyl) malononitrile were dissolved in 20 ml of N, N-dimethylformamide, and 1.16 g of potassium carbonate was then added under ice-cooling. The mixture was stirred at room temperature for 7 hours. After water was added, the reaction mixture was extracted with methyl-t-butyl ether. The organic layer was washed with water, dried over anhydrous magnesium sulfate, filtered and then concentrated under reduced pressure. The residue was subjected to silica gel column chromatography and then recrystallized form hexane-ethyl acetate to obtain 1.50 g of a compound represented by the following formula: (hereinafter, referred to as the present compound (28)). 1H-NMR (CDCl3, TMS, 8 (ppm) ): 2. 38-2. 42 (2H, m), 2.54-2. 66 (2H, m), 2.57 (3H, s), 3.53 (2H, s), 6.73 (1H, t), 7.00 (1H, dd), 7.66 (1H, s), 7.97 (1H, d)

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 182181-42-6, 2-(Chloromethyl)-8-methylimidazo[1,2-a]pyridine.

Reference:
Patent; SUMITOMO CHEMICAL COMPANY, LIMITED; WO2005/68432; (2005); 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. 896139-85-8, name is Imidazo[1,2-a]pyridin-7-ol, the common compound, a new synthetic route is introduced below. Product Details of 896139-85-8

Imidazo[1,2-a]pyridin-7-ol (3 g, 0.023 mol), 2-(2-bromo-ethoxy)tetrahydro-2H-Pyran (3.6 mL, 0.023 mol) and K2CO3 (6.32 g, 0.05 mol) were heated in DMF (100 ml) for 3 hours. The solution was cooled and evaporated to dryness. The residue was taken up with DCM+MeOH, the solution was filtered through a celite layer and the filtrate was evaporated to dryness. The residue was purified by Normal phase on E 5424(Irregular SiOH 15-40 mum 300 g MERCK). Mobile phase (0.3% NH4OH, 97% DCM, 3% MeOH), yielding 1.49 g (24.8%) of intermediate shown.

The synthetic route of 896139-85-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ASTEX THERAPEUTICS LIMITED; US2012/41000; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 30766-03-1, 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 30766-03-1 as follows.

A mixture of 4-bromopicolinic acid ( 15 g, 75 mmol), methanamine hydrochloride (1 5 g, 75 mmol), HOBt (10 g, 75 mmol), EDCI (21 g, 75 mmol) and Et3N (41.5 mL, 300 mmol) in DMF(200 mL) was stirred at r.t. for 18 h. Water was added to the reaction mixture and the resulting mixture was filtered to afford 16 g of 78 as solid which was used directly in the next step. LCMS: m/z 215 (M+l )+

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,30766-03-1, its application will become more common.

Reference:
Patent; AFRAXIS, INC.; CAMPBELL, David; DURON, Sergio, G.; WO2013/43232; (2013); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 697739-13-2, Imidazo[1,5-a]pyridine-8-carboxylic acid, 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, Recommanded Product: Imidazo[1,5-a]pyridine-8-carboxylic acid, blongs to pyridine-derivatives compound. Recommanded Product: Imidazo[1,5-a]pyridine-8-carboxylic acid

To a suspension of Description 37 (2.0 g, 12.31 mmol) and triethylamine (1.89 ml, 13.54 mmol) in anhydrous toluene (75 ml) was added diphenylphosphoryl azide (2.92 ml, 13.54 mmol), and the resulting mixture heated at reflux for 1 hour. To this mixture was added 2-methyl-2-propanol (1.74 ML, 18.47 mmol) and heating continued overnight. The mixture was cooled and evaporated, and the residue purified by column chromatography on silica elution with 4% MEOH in DCM + 0.5% NH40H to give the title compound (1.85 g, 64%) as a white solid.

The synthetic route of 697739-13-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Merck Sharp & Dohme Limited; WO2004/46133; (2004); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 22280-60-0, Adding some certain compound to certain chemical reactions, such as: 22280-60-0, name is 6-Chloro-2-methyl-3-nitropyridine,molecular formula is C6H5ClN2O2, 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 22280-60-0.

Step 3 6-Methoxy-2-memyl~3-mtropyridineA roundbottom flask was charged with a solution of 6-chloro-2-methyl-3- nitropyridine (12.0 g, 69.36 mmol) in methanol (100 ml). Sodium methanolate (5.6 g, 103.70 mmol) was added and the resulting solution was stirred at room temperature for 24 hours. The mixture was poured into 100 ml of water and the solids that formed were collected by filtration to afford the title compound.

According to the analysis of related databases, 22280-60-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; MERCK & CO., INC.; WO2009/155156; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem