Tag: M.W:100-200

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. 1072-98-6, name is 2-Amino-5-chloropyridine, the common compound, a new synthetic route is introduced below. Computed Properties of C5H5ClN2

A mixture of A-1 (4.50 g, 35.00 mmol) and 2-chloroacetaldehyde (10.30 g, 52.50 mmol, 8.45 mL) in EtOH (50.00 mL) and H20 (10 mL) was stirred at 80 C for 16 hours The mixture was concentrated to a residue that was diluted with 0 (100 mL) and extracted with EtOAc (150 mL x 2). The combined organic phase was washed with water (50 mL x 2) and brine (20 mL), dried over Na2S04, filtered and concentrated to afford A-2 (5.10 g, 33.43 mmol) as a solid. H NMR (400 MHz, CDC13) deltaEta 8.18 (d, 1H), 7.65 (s, 1H), 7.59 – 7.50 (m, 2H), 7.12 (dd, 1H).

The synthetic route of 1072-98-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PRAXIS PRECISION MEDICINES, INC.; REDDY, Kiran; MARTINEZ BOTELLA, Gabriel; GRIFFIN, Andrew Mark; MARRON, Brian Edward; (168 pag.)WO2018/98500; (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. 824-51-1, name is 6-Methyl-1H-pyrrolo[2,3-b]pyridine, molecular formula is C8H8N2, 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. category: pyridine-derivatives

General procedure: 7-Azaindole derivatives (4.2 mmol) were added to a stirredsuspension of AlCl3 (21.0 mmol, 2.80 g) in DCM (40 mL) placed at icebath. After the mixture was stirred at room temperature for 0.5 h,acetyl chloride (21.0 mmol, 1.49 mL) was added dropwise and theresulting mixture was reacted for 12 h at room temperature. MeOH(20 mL) was added cautiously to quench the reaction, the solventswere removed under reduced vacuum. Then the residue was dissolvedin 40 mL water,1N NaOH (aq) was added to adjust the pH upto 5, and extracted with ethyl acetate (15mL 3). The combinedorganic phase was dried over anhydride sodium sulfate andconcentrated under reduced vacuum. The residue was further purifiedby column chromatography on silica gel using PE/EA as eluentto afford the corresponding acylated product

With the rapid development of chemical substances, we look forward to future research findings about 824-51-1.

Reference:
Article; Liu, Bin; Yuan, Xia; Xu, Bo; Zhang, Han; Li, Ridong; Wang, Xin; Ge, Zemei; Li, Runtao; European Journal of Medicinal Chemistry; vol. 170; (2019); p. 1 – 15;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 130473-26-6, Adding some certain compound to certain chemical reactions, such as: 130473-26-6, name is 1H-Pyrrolo[2,3-c]pyridine-5-carbaldehyde,molecular formula is C8H6N2O, 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 130473-26-6.

C174 (500 mg, 3.42 mmol) is dissolved in 1.5 mL formic acid. The solution is cooled to in an ice bath, 30% aqueous hydrogen peroxide (722 RL, 6.8 mmol) is added drop-wise, and the reaction is stirred 1 h in an ice bath, and allowed to stand overnight at 5C. The mixture is diluted with water, the solid is collected, washed with water and is dried to give 522 mg of an off-white solid. The formate salt is added to 7 mL water, 3 mL 2N NAOH is added, and the pH is adjusted to 3 with 5% aqueous HC1. The precipitate is collected and is dried to afford 1H-pyrrolo [2,3-c] pyridine-5- carboxylic acid (C176 (67% yield). HRMS (FAB) calculated for CGH6N202+H : 163.0508, found 163.0507 (M+H) +.

According to the analysis of related databases, 130473-26-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; PHARMACIA & UPJOHN COMPANY; WO2004/39815; (2004); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 102645-33-0, 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.102645-33-0, name is 2,5-Dichloroisonicotinaldehyde, molecular formula is C6H3Cl2NO, molecular weight is 176, as common compound, the synthetic route is as follows.

To a solution of 2,5-dichloropyridine-4-carbaldehyde (2.75 g, 15.62 mmol) in DMSO (63 mL) was added /V-methyl-O-phenylenediamine (1.91 g, 15.62 mmol) and the mixture stirred at ambient temperature for 5 mins. Sulfur (500 mg, 15.62 mmol) was added and the mixture warmed to 60 C and allowed to stir for 2.5 hrs. The reaction was then cooled to R.T. and added to a bi-phasic stirred solution of DCM and water (200 mL ea). The resulting emulsion was extracted with DCM (3 x 100 mL) and the combined organics were washed with water (3 x 100 mL), dried over MgS04, filtered and stripped to a crude red gum which was purified by Biotage flash chromatography (45 M loaded with DCM, eluting with EtOAc / heptane 5-30 % over 10 CV, then holding for 5 CV) to afford the title compound (3.22 g, 74 %) as a pale orange solid. 1H NMR (400 MHz, DMSO-d6) delta ppm 3.72 (s, 3 H) 7.26 – 7.35 (m, 1 H) 7.35 – 7.44 (m, 1 H) 7.69 (d, J=8.1 Hz, 1 H) 7.74 (d, J=8.1 Hz, 1 H) 7.95 (s, 1 H) 8.78 (s, 1 H). m/z (APCI+) for Ci3H9N3Cl2 278.05 / 280.00 (M+H)+.

The chemical industry reduces the impact on the environment during synthesis 102645-33-0, I believe this compound will play a more active role in future production and life.

Reference:
Patent; PFIZER INC.; NAIR, Sajiv Krishnan; PLANKEN, Simon Paul; PLEWE, Michael Bruno; VERNIER, William Francois; YANG, Yi; ZHU, Huichun; WO2011/27249; (2011); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 188637-63-0, Adding some certain compound to certain chemical reactions, such as: 188637-63-0, name is (6-Bromopyridin-2-yl)methanamine,molecular formula is C6H7BrN2, 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 188637-63-0.

To an ice-cold solution of (R)-1-(tert-butoxycarbonyl)piperidine-3- carboxylic acid (1.09g, 4.75mmol) in 50 mL of CH2Cl2, 1-chloro-N,N,2-trimethyl-1- propenylamine (0.69mL, 5.3mmol) was added dropwise with stirring. The stirring was continued for 2 h at this temperature, then (6-bromopyridin-2-yl)methanamine (750 mg, 4.0mmol) was added, followed by 1.6 mL of iPr2NEt. The cooling bath was removed and the reaction mixture was stirred overnight at rt. After completion of the reaction monitored by HPLC, the reaction mixture was added to water (120 mL) and extracted with DCM (2 120 mL). The organic layer was washed successively with an aqueous solution of NaHCO3 (20 mL), water (20 mL), and brine (20 mL), then dried over Na2SO4 and concentrated under reduced pressure. The remaining residue was purified by flash column chromatography (ISCO eluted with Hexanes/EtOAC) to give 1.10g of desire title compound.

According to the analysis of related databases, 188637-63-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ACHILLION PHARMACEUTICALS, INC.; WILES, Jason, Allan; PHADKE, Avinash, S.; DESHPANDE, Milind; AGARWAL, Atul; CHEN, Dawei; GADHACHANDA, Venkat, Rao; HASHIMOTO, Akihiro; PAIS, Godwin; WANG, Qiuping; WANG, Xiangzhu; GREENLEE, William; (508 pag.)WO2017/35409; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 1221171-70-5, 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. 1221171-70-5, name is 2-Chloro-6-(trifluoromethoxy)pyridine. A new synthetic method of this compound is introduced below.

2-Bromo-6-trifluoromethoxypyridine (55); A solution of 2-chloro-6-trifluoromethoxypyridine (2, 7.0 g, 35.4 mmol) in hydrobromic acid (33% in acetic acid, 100 mL) was heated for 3 days at 100 0C. The reaction mixture was cooled down to 0 0C before being slowly neutralized by addition of saturated aqueous solution of sodium hydrogencarbonate (500 mL). After extraction with ethyl acetate (4 x 100 mL), the combined organic layers were dried over sodium sulfate before being evaporated. The crude oil was distilled under vacuum (67-69 0C / 15 mbar) to afford pure 2-bromo-6-trifluoromethoxypyridine (2, 4.2 g, 17.3 mmol, 48%) as a colorless oil.1H NMR (CDCl3, 300 MHz): delta = 7.58 (t, J = 7.9 Hz, 1 H), 7.37 (d, J = 7.7, 1 H), 6.92 (d, J = 8.0, 1 H). – 19F NMR (CDCl3, 282 MHz): delta = -56.5 – 13C NMR (CDCl3, 75MHz): delta = 154.5, 141.0, 138.1, 125.1, 119.0 (q, J= 260 Hz), 110.1.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1221171-70-5, 2-Chloro-6-(trifluoromethoxy)pyridine, and friends who are interested can also refer to it.

Reference:
Patent; BAYER CROPSCIENCE AG; PAZENOK, Sergii; VORS, Jean-Pierre; LEROUX, Frederic, R.; MANTEAU, Baptiste; CENTRE NATIONAL DE LA RECHERCHE SCIENTIFIQUE; UNIVERSITE DE STRASBOURG; WO2010/40461; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 1221171-70-5, 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 1221171-70-5 as follows.

To a solution of 2-chloro-6-(trifluoromethoxy)pyridine (5.0 g, 25.3 mmol, 1 equiv) in MeOH (120 mL) was added triethylamine (7.7 g, 75.9 mmol, 10.5 mL, 3.00 eq) and Pd(dppf)Cl2 (930 mg, 1.27 mmol, 0.05 equiv). The suspension was degassed and purged with CO several times. The mixture was stirred at l00C under CO (50 Psi) for 48 hours. The reaction mixture was cooled to 20C and concentrated in vacuo. The residue was purified by silica gel chromatography (eluted with PE/EtOAc = 10/1) to afford the title compound methyl 6-(trifluoromethoxy)picolinate as a yellow oil (3.85 g, 68% yield). LC-MS: m/z 222.0 (M+H) +

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1221171-70-5, its application will become more common.

Reference:
Patent; ANNAPURNA BIO INC.; TANG, Haifeng; BOYCE, Sarah; HANSON, Michael; NIE, Zhe; (213 pag.)WO2019/169193; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 3279-76-3 , The common heterocyclic compound, 3279-76-3, name is 6-Methylpyridin-2(1H)-one, molecular formula is C6H7NO, 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.

Step A. 2-Methoxy-6-methyl-pyridine. To a mixture of 6-methyl-pyridin-2-ol (10.0 g, 91.6 mmol) and Ag2CO3 (34.5 g, 125.1 mmol) in CHCl3 (300 mL) was added Mel (64.4 mL, 1.04 mol) over 30 min. The mixture was stirred for 48 h at rt in the dark, then was filtered through a pad of SiO2, washing with Et2O. The filtrate was concentrated to provide the title compound (9.03 g, 80%). MS (ESI): mass calcd. for C7H9NO, 123.07; m/z found, 124.3 [M+H]+. 1H NMR (CDCl3): 7.46-7.41 (m, 1H), 6.70 (d, J=7.2, 1H), 6.53 (d, J=8.2, 1H), 3.91 (s, 3H), 2.44 (s, 3H).

The synthetic route of 3279-76-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Carruthers, Nicholas I.; Keith, John M.; Letavic, Michael A.; Shah, Chandravadan R.; US2006/287292; (2006); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 65169-42-8, 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 65169-42-8, name is Methyl 6-chloro-5-methylnicotinate. This compound has unique chemical properties. The synthetic route is as follows.

Preparation 3; 5-Formyl-3-methyl-2-pyridinecarbonitrile (Used to prepare Example 32) (a) (6-Chloro-5-methyl-3-pyridinyl)methanolTo a solution of methyl 6-chloro-5-methyl-3-pyridinecarboxylate (84 mg, 0.453 mmol) in DCM (2 ml), DIBAL-H (1.5 M solution in toluene, 0.905 ml, 1.358 mmol) was added dropwise under N2 at -78 C. The reaction mixture was allowed to attain rt and stirred overnight. After 18 h, TLC showed no starting material. The reaction was quenched by addition of sodium-potassium tartrate saturated solution, extracted with DCM, dried, filtered, and concentrated to afford (6-chloro-5-methyl-3-pyridinyl)methanol (63 mg, 0.400 mmol, 88% yield) pure enough to be used in the next step.1H-NMR (delta ppm, CDCl3): 8.17 (s, 1H), 7.60 (s, 1H), 4.69 (s, 2H), 2.37 (s, 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 65169-42-8, Methyl 6-chloro-5-methylnicotinate.

Reference:
Patent; Alemparte-Gallardo, Carlos; Barfoot, Christopher; Barros-Aguirre, David; Cacho-Izquierdo, Monica; Fiandor Roman, Jose Maria; Hennessy, Alan Joseph; Pearson, Neil David; Remuinan-Blanco, Modesto Jesus; US2009/306089; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 36953-37-4, 4-Bromopyridin-2(1H)-one, 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, name: 4-Bromopyridin-2(1H)-one, blongs to pyridine-derivatives compound. name: 4-Bromopyridin-2(1H)-one

Sodium chloro(difluoro)acetate (5.26 g, 34.5 mmol) and potassium carbonate (3.57 g, 25.8 mmol) were added to a solution of 4-bromopyridin-2(1 /-/)-one (3.00 g, 17.2 mmol) in /V,/V-dimethylformamide (30 mL), and the reaction mixture was stirred at 95 C for 2 hours. Water (100 mL) was added, and the resulting mixture was extracted with ethyl acetate (3 x 50 mL). The combined organic layers were washed sequentially with water (200 mL) and with saturated aqueous sodium chloride solution (150 mL), dried over sodium sulfate, filtered, and concentrated in vacuo. Silica gel chromatography (Eluent: 15: 1 petroleum ether / ethyl acetate) afforded the product as a pale yellow oil. Yield: 1.5 g, 6.7 mmol, 39%. 1H NMR (400 MHz, CDCI3) delta 8.04 (d, J=5.5 Hz, 1H), 7.44 (t, JHF=72.6 HZ, 1H), 7.27 (dd, J=5.4, 1.6 Hz, 1H), 7.12 (br d, J=1.5 Hz, 1H).

The synthetic route of 36953-37-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PFIZER INC.; BECK, Elizabeth Mary; BRODNEY, Michael Aaron; BROWN, Matthew Frank; BUTLER, Christopher Ryan; GILBERT, Adam Matthew; LACHAPELLE, Erik Alphie; MCALLISTER, Laura Ann; UCCELLO, Daniel Paul; ZHANG, Lei; (140 pag.)WO2018/234953; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem