Pyridine-derivatives

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. 944401-77-8, name is 2-Amino-4-fluoropyridine, the common compound, a new synthetic route is introduced below. name: 2-Amino-4-fluoropyridine

Step 1. 5-bromo-4-fluoropyridin-2-amine To a solution of 4-fluoropyridin-2-amine (400 mg, 3.57 mmol) in acetonitrile (35. 7 mL) was added NBS (648 mg, 3.64 mmol) in three portions at 0 C. The reaction mixture was stirred at 0 C. for 20 min. LCMS showed the reaction complete. After quenched with sat Na2S2O3 and NaHCO3, stirred for 30 min. The reaction mixture was extracted with EtOAc 3 times. Washed by sat NaHCO3, water and brine. Dried and concentrated. The crude material was triturated with ether and taken to the next step without further purification. LCMS (m/z): 192.9 (MH+), 0.32 min.

The synthetic route of 944401-77-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Novartis AG; Bagdanoff, Jeffrey T.; Ding, Yu; Han, Wooseok; Huang, Zilin; Jiang, Qun; Jin, Jeff Xianming; Kou, Xiang; Lee, Patrick; Lindvall, Mika; Min, Zhongcheng; Pan, Yue; Pecchi, Sabina; Pfister, Keith Bruce; Poon, Daniel; Rauniyar, Vivek; Wang, Xiaojing Michael; Zhang, Qiong; Zhou, Jianguang; Zhu, Shejin; (366 pag.)US9242996; (2016); B2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 881-86-7, 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 881-86-7, name is Dimethyl pyridine-2,5-dicarboxylate. This compound has unique chemical properties. The synthetic route is as follows.

To a solution of pyridine-2,5-dicarboxylic acid dimethyl ester (3.55 g, 18.2 mmol.) in MeOH (100 mL) was added ammonium hydroxide (30percent, 100 mL). The reaction was stirred at room temperature for 15 min., concentrated to dryness, and purified by column chromatography (70percent ethyl acetate/hexane) to yield the product amide (1.57 g, 8.74 mmol., 48percent). 1H NMR (DMSO-d6): delta 9.10 (s, 1H), 8.48 (d, J=8 Hz, 1H), 8.27 (s, 1H), 8.18 (d, J=8 Hz, 1H), 7.83 (s, 1H), 3.92 (s, 3H). Calculated mass=180.2, [M+H]+=181. HPLC (method D) rt=4.2mins. (85.1percent).

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 881-86-7, Dimethyl pyridine-2,5-dicarboxylate.

Reference:
Patent; Wyeth; US2006/19965; (2006); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 171178-45-3, 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. 171178-45-3, name is tert-Butyl (6-chloropyridin-3-yl)carbamate, molecular formula is C10H13ClN2O2, 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.

(c) 5-(tert-Butoxycarbonyl)-2-chloroisonicotinic acid. To a solution of tert-butyl 6-chloropyridin-3-ylcarbamate (1O g, 0.045 mol) and N, N, N’, N’-tetramethyleethylenediamine (20 mL) in dry Et2O (200 mL) was added n- BuLi (2.5 M solution in hexanes, 84 mL) dropwise with stirring at -78C. After the addition, the reaction mixture was warmed to -15C and stirred at the same temperature for 2 hours. The mixture was cooled to -78C and CO2 gas was bubbled into the reaction solution at -78C for 1 hour. The reaction mixture was then stirred at room temperature overnight, cooled to 0C and quenched with water. The pH of the aqueous phase was adjusted to pH=3 with IN hydrochloric acid. The organic layer was separated, and the aqueous layer was extracted twice with EtOAc. The combined organic layers were dried over anhydrous MgSO4, and filtered. The filtrate was evaporated under reduced pressure, and the residue was dried in vacuo to give the title compound.

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 171178-45-3, tert-Butyl (6-chloropyridin-3-yl)carbamate.

Reference:
Patent; AMGEN INC.; WO2008/76425; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 17228-64-7, 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. 17228-64-7, name is 2-Chloro-6-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.

To the solution of Compound 57 (10.0 g, 69.6 mmol, 1.00 eq) in THF (200 mL) andNMP (20.0 mL) was added Fe(acac)3 (1.23 g, 3.48 mmol, 0.05 eq). Then i-PrMgC1 (2 M, 41.79 mL, 1.20 eq) was added dropwise at -30 C within 30 mm. The mixture was stirred at 0 C for 1 h. The reaction mixture was quenched with saturated aqueous NH4C1 (80 mL) at 0 C. Then the two phases were separated and the aqueous phase was extracted with methyl t-butyl ether (80 mL). The combined organic phases were washed with water (4 x 50 mL). Then the organic phase was dried over anhydrous Na2504, filtered and concentrated to give compound 58 (7.10 g, 46.9 mmol, 67% yield) as a yellow liquid which was used for the next step without purification.?H NMR (400MHz, Chloroform-d) oe = 7.48 (t, J 7.7 Hz, 1H), 6.72 (d, J 7.1 Hz, 1H), 6.54 (d, J 7.9 Hz, 1H), 3.93 (s, 3H), 2.95 (td, J 6.8, 13.7 Hz, 1H), 1.28 (d, J= 7.1 Hz, 6H).

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 17228-64-7, 2-Chloro-6-methoxypyridine.

Reference:
Patent; AFFERENT PHARMACEUTICALS INC.; HAWLEY, Ronald Charles; IBRAHIM, Prabha; FORD, Anthony, P.; GEVER, Joel, R.; (171 pag.)WO2017/160569; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 1702-17-6, 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 1702-17-6, name is 3,6-Dichloropicolinic acid. This compound has unique chemical properties. The synthetic route is as follows.

(Step 1) Synthesis of: 3,6-dichloro-N-(1-methyl-1H-pyrazol-3-yl)pyridine-2-carboxamide; To a pyridine (500 ml) solution of 30 g of 3,6-dichloro-2-pyridinecarboxylic acid were successively added 16.7 g of 1-methyl-1H-pyrazol-3-amine and 38.9 g of 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride, and the mixture was stirred at room temperature for 3 hours. Pyridine was distilled off under reduced pressure, and 700 ml of water was added to the obtained residue, and the mixture was stirred for 1 hour to crystallize, thereby giving 36.7 g of the title compound as a pale yellow solid.

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 1702-17-6, 3,6-Dichloropicolinic acid.

Reference:
Patent; Banyu Pharmaceutical Co., Ltd.; EP2236507; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 1004294-58-9, 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 1004294-58-9, name is 6-Bromo-5-chloropyridin-2-amine. This compound has unique chemical properties. The synthetic route is as follows.

Di-tert-butyl dicarbonate (19 g, 87 mmol) was added to a stirring mixture of 6-bromo-5-chloro-2-pyridinamine (8.6 g, 42 mmol, from Step 1), dichloromethane (83 mL), and N,N-diisopropylethylamine (22 mL, 120 mmol) at room temperature under a nitrogen atmosphere. After 14 h, 4- (dimethylamino)pyridine (0.51 g, 4.2 mmol) was added. After an additional 3 h, the reaction mixture was concentrated under a vacuum, and the residue was partitioned between ethyl acetate and saturated aqueous sodium bicarbonate. The organic layer was isolated, and was washed sequentially with saturated aqueous sodium bicarbonate and brine, dried (sodium sulfate), filtered, and concentrated under a vacuum. The residue was dissolved with dichloromethane, silica gel (40 g) was added to the solution, and the volatiles were removed under a vacuum. The residue was subjected to flash chromatography on silica gel (9: 1 hexane- ethyl acetate). The isolated material was dissolved with dichloromethane, silica gel (20 g) was added to the solution, and the volatiles were removed under a vacuum. The residue was subjected to flash chromatography on silica gel (19: 1 hexane-ethyl acetate) to give di-tert-butyl (6-bromo-5-chloro-2- pyridinyl)imidodicarbonate (6.3 g) as a colorless solid.

According to the analysis of related databases, 1004294-58-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; AMGEN INC.; ASHTON, Kate; BARTBERGER, Michael D.; BOURBEAU, Matthew Paul; CROGHAN, Michael D.; FOTSCH, Christopher H.; HUNGATE, Randall W.; KONG, Ke; NISHIMURA, Nobuko; NORMAN, Mark H.; PENNINGTON, Lewis D.; REICHELT, Andreas; SIEGMUND, Aaron C.; TADESSE, Seifu; ST. JEAN, David Jr; YANG, Kevin C.; YAO, Guomin; WO2013/173382; (2013); 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. 677728-92-6, name is 2-Fluoropyridine-5-carbaldehyde, the common compound, a new synthetic route is introduced below. Formula: C6H4FNO

A suspension of 6-fluoronicotinaldehyde 31 (1.809 g, 14.46 mmol), methyl 4-hydroxybenzoate 32 (2 g, 13.15 mmol), and K2CO3 (1.998 g, 14.46 mmol) in DMF (26.3 ml) was stirred at 110 C. for 4 h. LCMS indicated the reaction was complete. Upon cooling, the reaction was quenched with water. The resulting solid was collected by filtration and rinsed with water and dried in vacuo to yield compound 33 (3.30 g, 12.84 mmol, 95.1% yield). LCMS ESI: calculated for C14H11NO4=258.1 (M+H+), found 258.0 (M+H+). 1H NMR (400 MHz, CHLOROFORM-d) delta 10.01 (s, 1H), 8.63 (d, J=2.4 Hz, 1H), 8.23 (dd, J=8.6, 2.4 Hz, 1H), 8.17-7.97 (m, 2H), 7.27-7.22 (m, 2H), 7.10 (d, J=8.6 Hz, 1H), 3.93 (s, 3H).

The synthetic route of 677728-92-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; POUDEL, Yam B.; GANGWAR, Sanjeev; HE, Liqi; SIVAPRAKASAM, Prasanna; BROEKEMA, Matthias; COX, Matthew; TARBY, Christine M.; ZHANG, Qian; (75 pag.)US2020/38403; (2020); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 15513-48-1, 4-Chloro-2,6-dimethyl-3-nitropyridine, 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, Product Details of 15513-48-1, blongs to pyridine-derivatives compound. Product Details of 15513-48-1

(c) 4-(4-Cyanophenyl)amino-2,6-dimethyl-3-nitropyridine A solution of 4-chloro-2,6-dimethyl-3-nitropyridine (9.80 g, 52.5 mmol) and 4-aminobenzonitrile (6.20 g, 52.5 mmol) in ethanol (160 ml) was stirred at room temperature for 16 hours. The solvent was removed under reduced pressure and the residue was dissolved in dichloromethane (200 ml), and washed with saturated aqueous sodium bicarbonate (100 ml). The organic phase was dried (MgSO4) and concentrated under reduced pressure to give a gum which was crystallized by adding ether (100 ml) and sonicating for 5 minutes.

The synthetic route of 15513-48-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Pfizer Inc.; US4935430; (1990); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 31872-62-5, 4-Methoxy-3-nitropyridine, 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: 4-Methoxy-3-nitropyridine, blongs to pyridine-derivatives compound. Recommanded Product: 4-Methoxy-3-nitropyridine

A solution consisting of 4-methoxy-3-nitropyridine (15.0 g, 97.3 mmol) with ethyl amine (46.5 mL of 70% aqueous solution, 584 mmol) in ethanol (30 mL) was stirred at 85 C in a sealed flask for 2 h. Removal of all volatiles in vacuo afforded the title compound (16.2 g, 99 %). MS: (M+H) + = m/z 168.

The synthetic route of 31872-62-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SMITHKLINE BEECHAM CORPORATION; WO2005/46678; (2005); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 677728-92-6, 2-Fluoropyridine-5-carbaldehyde, 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, 677728-92-6, blongs to pyridine-derivatives compound. Quality Control of 2-Fluoropyridine-5-carbaldehyde

Intermediate 61 : ethyl trans-4-{[l-(5-formylpyridin-2-yl)piperidin-4- ylloxyl cyclohexanecarboxylaEthyl trans-4-(piperidin-4-yloxy)cyclohexanecarboxylate (260 mg, 1.02 mmol) in DMSO (3 ml) was added 2-fluoro-5-formypyridine (166 mg, 1.32 mmol), and sodium bicarbonate (855 mg, 10.2 mmol). The mixture was heated at 110 C under N2 for 2 hours. The reaction was cooled to RT, quenched with water, and extracted with ethyl acetate (2X40 ml). Dried over MgS04, filtered and concentrated. The residue was purified by preparative TLC (40%>EtOAc/Hexane) to give the title compound as a white solid. LC-MS (ES, m/z): C20H28N2O4: 360; Found: 361 [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,677728-92-6, its application will become more common.

Reference:
Patent; INTERVET INTERNATIONAL B.V.; DE VITA, Robert, J.; HONG, QingMei; LAI, Zhong; DYKSTRA, Kevin, D.; YU, Yang; LIU, Jian; SPERBECK, Donald; JIAN, Tianying; GUIADEEN, Deodial; XU-QIANG YANG, Ginger; WU, Zhicai; HE, Shuwen; TING, Pauline, C.; ASLANIAN, Robert; KUETHE, Jeffrey, T.; BALKOVEC, James, M.; KUANG, Rongze; ZHOU, Gang; WU, Heping; WO2012/164071; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem