Month: April 2022

Application of 1839-17-4, Adding some certain compound to certain chemical reactions, such as: 1839-17-4, name is N4-Methylpyridine-3,4-diamine,molecular formula is C6H9N3, 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 1839-17-4.

//-Methylpyridine-S/J-diamine (39.54 g, 0.32 mol) was added to a solution of Methyl 2,2-Diethoxyethanimidoate (52.02 g, 0.323 mol) in anhydrous methanol (150 mL). The obtained mixture was diluted with anhydrous methanol (50 mL) and cooled in an ice bath. 4 M HCI in dioxane (86 mL) was added dropwise to the mixture under stirring for 15 min. The mixture was refluxed for 5 h and concentrated under reduced pressure. The residue was dissolved in a mixture of chloroform (300 mL) and water (300 mL). The layers were separated, and the aqueous layer was treated with chloroform (3 * 250 mL) to extract the product. The extracts were combined, dried over Na2SO4, and evaporated to give a red mass (45 g). The latter was chromatographed (silica gel, chloroform/ethanol 40:1). The solvent was removed to give 2-(Diethoxymethyl)-1-methyl-1H-imidazo[4,5-c]pyridine (31.85 g, 42%, 0.135 mol) as a red liquid.

According to the analysis of related databases, 1839-17-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; PFIZER PRODUCTS INC.; WO2008/12622; (2008); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 716362-10-6, 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 716362-10-6, name is 6-Chloro-4-methoxynicotinic acid. This compound has unique chemical properties. The synthetic route is as follows.

A suspension of 6-chloro-4-methoxynicotinic acid (12 g, 64 mmol) in 50C12 (60 ml) was refluxed for 4 hours. The resulting solution was concentrated under vacuum, and the residue was azeotroped with toluene (30 ml) to afford a yellow solid, which was added intotBuOH (50 ml) and stirred at room temperature overnight. The reaction mixture partitioned between aq.NaOH (200 ml, 5%) and DCM (100 mL), and the aq. phase was extracted with DCM (2 x 100 mL). The organic layers were washed with brine (100 mL), dried over Na2504 and concentrated to afford tert-butyl 6-chloro-4-methoxynicotinate as yellow solid. ?H NIVIR(CDC13, 400 IVIHz) 8.60 (s, 1H), 6.87 (s, 1H), 3.92 (s, 3H), 1.54 (s, 9H). LC/MS (m/z): 244(M+H).

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 716362-10-6, 6-Chloro-4-methoxynicotinic acid.

Reference:
Patent; MERCK SHARP & DOHME CORP.; UJJAINWALLA, Fez; TAN, John Qiang; DANG, Qun; SINZ, Christopher J.; WANG, Ming; CHEN, Yili; CAI, Jiaqiang; DU, Xiaoxing; (41 pag.)WO2016/54806; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 54232-43-8, 6-Bromo-5-methoxypicolinic 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, 54232-43-8, blongs to pyridine-derivatives compound. Safety of 6-Bromo-5-methoxypicolinic acid

4.87 g (21 mmol) 6-Bromo-5-methoxy-pyridine-2-carboxylic acid and 4.17 g (25.2 mmol, 1.2 eq) CDI are suspended in 54 ml Me-THF and heated to 50 C. After stirring for 3.5 h at this temperature the mixture is cooled to 0 C. in an ice bath and 3.39 ml (24.2, 1.15 eq) triethyl-amine is added. After that 6.1 g (23.1 mmol, 1.1 eq) of (S)-3-Amino-3-(2-chloro-phenyl)-propionic acid ethyl ester are added within 20 minutes and the resulting mixture is allowed to reach RT and stirred overnight.50 ml water is added, the phases are separated and the organic phase is washed several times with 50 ml of saturated NaHCO3 solution followed by 50 ml of 1N HCl solution. The organic phase is evaporated in vacuo and 8.43 g of product are obtained. Yield: 89%.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,54232-43-8, its application will become more common.

Reference:
Patent; SANOFI; US2012/252809; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 1137-67-3, 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 1137-67-3, name is 2-(Pyridin-3-yl)-1H-benzo[d]imidazole. This compound has unique chemical properties. The synthetic route is as follows.

A reaction mixture of NiSO4·6H2O (0.0260 g, 0.1 mmol), 3PBI (0.0195 g, 0.1 mmol),NaOH (0.0072 g, 0.18 mmol), ADP (0.0146 g, 0.1 mmol), and water (6 mL) was added toa 15-mL Teflon reactor and heated under autogenous pressure at 160 C for 3 days. The reaction mixture was cooled to room temperature at a rate of 5 C h-1. Green pellet crystalsof 1 suitable for X-ray diffraction analysis were obtained (0.032 g, yield: 48.01% based on NiSO4). Elemental analysis Calcd (%) for C30H34NiN6O8 (665.34): C, 54.16; H, 5.15; N,12.63; found: C, 54.40; H, 5.17; N, 12.57; IR (KBr, cm-1): 3359(w), 3203(w), 2926(w),2220(br), 1552(s), 1448(m), 1404(s), 1313(s), 1286(m), 1286(m), 1226(m), 1195(m), 1128(m), 1055(w), 1028(w), 1001(w), 962(m), 735(s), 690(m), 432(m), 408(w).

According to the analysis of related databases, 1137-67-3, the application of this compound in the production field has become more and more popular.

Reference:
Article; Wang, Cui-Cui; Wang, Jin-Hua; Tang, Gui-Mei; Wang, Yong-Tao; Cui, Yue-Zhi; Ng, Seik Weng; Journal of Coordination Chemistry; vol. 68; 21; (2015); p. 3918 – 3931;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 69045-83-6, Adding some certain compound to certain chemical reactions, such as: 69045-83-6, name is 2,3-Dichloro-5-(trichloromethyl)pyridine,molecular formula is C6H2Cl5N, 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 69045-83-6.

500 g (3.08 mol) of 2-chloro-5-chloromethylpyridine (molecular weight: 162 g / mol) and 50 g (10% by weight) of copper oxide were charged into a 1 L four-necked flask equipped with a thermometer, a condenser and a mechanical stir And heated to 275 C, and then chlorinated by passing Cl 2 into the above solution, and the reaction was carried out for 60 hours to obtain 562 g (2.12 mol) of 2,3-dichloro-5-trichloromethylpyridine. A solution of 562 g (2.12 mol) of 2,3-dichloro-5-trichloromethylpyridine was heated to 70 C and added with 5 g of catalyst antimony pentachloride followed by 210 g (10.5 mol) of hydrogen fluoride at 200 C, 8.5 MPa pressure for 30 hours to give 421 g (1.95 mol) of 2,3-dichloro-5-trifluoromethylpyridine in a yield of 63.2% from 2-chloro-5-chloromethylpyridine,

According to the analysis of related databases, 69045-83-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; LI, BO; YU, JIANHAN; (5 pag.)CN104557683; (2016); B;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 946002-90-0, (S)-1-(5-Bromopyridin-2-yl)pyrrolidin-3-ol, 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, 946002-90-0, blongs to pyridine-derivatives compound. Safety of (S)-1-(5-Bromopyridin-2-yl)pyrrolidin-3-ol

Azodicarboxylate dipiperidide (11.7 g, 45.4 mmol) was added to a sol. of (S)-1-(5-bromo-pyridin-2-yl)-pyrrolidin-3-ol (8.82 g, 36.3 mmol) and 2,6-dichloro-p-cresol (7.37 g, 40.0 mmol) in toluene (200 mL). The mixture was degassed with nitrogen for 5 min, and PBu3 (85%, 15.8 mL, 46.2 mmol) was added. The mixture was heated rapidly to 100 C., and stirred at this temperature for 2 h. The mixture was allowed to cool to rt, and was diluted with heptane (200 mL). The mixture was filtered, and the filtrate was evaporated under reduced pressure. Purification of the residue by FC (EtOAc/heptane 1:7) yielded a crude title compound that was diluted with CH2Cl2. This mixture was washed with aq. 1M NaOH. The org. layer was dried over MgSO4, filtered, and the solvents were removed under reduced pressure. Drying the residue under high vacuum yielded the pure title compound (13.5 g, 93%). LC-MS: tR=0.92 min; ES+: 402.98.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,946002-90-0, its application will become more common.

Reference:
Patent; Actelion Pharmaceuticals Ltd.; US2009/62342; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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. 179687-79-7, name is 2-((2-Chloro-4-nitrophenoxy)methyl)pyridine. A new synthetic method of this compound is introduced below., HPLC of Formula: C12H9ClN2O3

The above product (13.2 g, 0.05 mol), iron powder (11.2 g, 0.2 mol) and 12 M HCl (4 mL, 0.05 mol) were added into 90% EtOH/H2O (200 mL) and the reaction mixture was stirred at 70 C for 1 h. The dark solution was filtered through a Celite pad. The filtrate was concentrated and the residual was dissolved in CH2Cl2 (200 mL). The organic layer was washed twice with water, and dried over anhydrous Na2SO4. The solvent was removed under reduced pressure to give 26 (10.9 g, 93%) as a light-yellow solid. Mp 90.9-91.8 C; MS-EI (m/z): 93, 142, 199, 234(M+); 1H NMR (DMSO-d6, delta): 4.95(s, 2H), 5.07(s, 2H), 6.45(dd, 1H), 6.65(d, 1H), 6.90(d, 1H), 7.35(t, 1H), 7.55(d, 1H), 7.85(t, 1H), 8.55(d, 1H).

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, 179687-79-7, 2-((2-Chloro-4-nitrophenoxy)methyl)pyridine.

Reference:
Article; Mao, Yongjun; Zhu, Wenxiu; Kong, Xiaoguang; Wang, Zhen; Xie, Hua; Ding, Jian; Terrett, Nicholas Kenneth; Shen, Jingkang; Bioorganic and Medicinal Chemistry; vol. 21; 11; (2013); p. 3090 – 3104;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 144657-66-9 , The common heterocyclic compound, 144657-66-9, name is tert-Butyl 3-formyl-1H-pyrrolo[2,3-b]pyridine-1-carboxylate, molecular formula is C13H14N2O3, 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 isopropylamine (0.52 mL , 6.09 mmol) was added l-(tert- butoxycarbonyl)-3-formyl-7-azaindole (1.50 g, 6.09 mmol) in 10 mL MeOH. The solution was stirred at ambient temperature for 2h. Sodium borohydride (576 mg, 15.2 mmol) was added, and the reaction mixture was stirred for 16h at ambient temperature. The mixture was concentrated and partitioned between 10% K2CO3 and ether. The organics were washed with water and brine, then dried over Na2S04, filtered and concentrated. The crude product was carried on to the next step. LCMS [M+H]+ = 190.2.

The synthetic route of 144657-66-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK SHARP & DOHME CORP.; STACHEL, Shawn, J.; EGBERTSON, Melissa; BRNARDIC, Edward; JONES, Kristen; SANDERS, John, M.; HENZE, Darrell, A.; WO2013/176970; (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. 53344-73-3, name is 2-Chloro-4,4′-bipyridine, the common compound, a new synthetic route is introduced below. Formula: C10H7ClN2

A mixture of 1.3 g of 2-chloro-4,4′-bipyridine and 6.5 ml of anhydrous hydrazine in 40 ml of dry pyridine was refluxed for 24 hours under argon and then concentrated. The residue was dissolved in methylene chloride, treated with activated carbon and the solvent was removed giving an oil which was crystallized from ether-hexane-methylene chloride. A 1.3 g portion of these crystals of 2-hydrazino-4,4′-bipyridine was combined with 50 ml of triethyl orthoacetate and heated on a steam bath for 1 hour. After standing overnight, hexane was added and after further standing, crystals separated. These crystals were collected and recrystallized from acetonehexane, giving the desired product as off-white crystals, mp 223-226 C.

The synthetic route of 53344-73-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; American Cyanamid Company; US4550166; (1985); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 135900-33-3, 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. 135900-33-3, name is 6-(Trifluoromethoxy)pyridin-3-amine, molecular formula is C6H5F3N2O, 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 solution of Br2 (0.25 mL, 4.87 mmol) in HO Ac (3 mL) was added dropwise to a stirring solution of 6-(trifluoromethoxy)pyridin-3-amine (400 mg, 2.25 mmol) in EtOH (15 mL) and HO Ac (1.5 mL) at 0C under a nitrogen atmosphere. After addition was complete, the reaction was warmed to room temperature and was allowed to stir for an additional 15 hours. The reaction mixture was concentrated. DCM (30 mL) and saturated aqueous NaHC03 (20 mL) were added to the crude residue. The aqueous layer was extracted with DCM (50 mL x 3). The combined organic layers were dried over Na2S04, filtered and concentrated. The crude residue was purified by column chromatography (0-10% EtOAc in petroleum ether) to give 2,4- dibromo-6-(trifluoromethoxy)pyridin-3-amine (670 mg, yield: 89%) as light yellow solid. 1H NMR (400 MHz, CDCl3): d = 7.18 (s, 1H), 4.59 (s, 2H).

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 135900-33-3, 6-(Trifluoromethoxy)pyridin-3-amine.

Reference:
Patent; GENENTECH, INC.; STAFFORD, Jeffrey, A.; VEAL, James, M.; TRZOSS, Lynnie, Lin; MCBRIDE, Christopher; PASTOR, Richard, M.; STABEN, Steven, Thomas; STIVALA, Craig; VOLGRAF, Matthew; (200 pag.)WO2020/18970; (2020); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem