Month: April 2022

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 88312-64-5, name is Methyl 2-amino-5-nitronicotinate. This compound has unique chemical properties. The synthetic route is as follows. Computed Properties of C7H7N3O4

LiOH (0.12 g, 5 mmol) was added to a solution of the methyl ester 26a (1 g, 5 mmol) in a mixture of 1 % MeOH in THF (10 mL). The solution was stirred at room temperature for 17 h, then concentrated under reduced pressure. The solid obtained (0.8 g) was used in the next step without further purification.

With the rapid development of chemical substances, we look forward to future research findings about 88312-64-5.

Reference:
Patent; UNIVERSITY OF DUNDEE; MEDIVIR AB; CONSEJO SUPERIOR DE INVESTIGACIONES CIENTIFICAS; SWISS TROPICAL AND PUBLIC HEALTH INSTITUTE; SYNGENE INTERNATIONAL LIMITED PLC; KAHNBERG, Pia; JOHANSSON, Nils-Gunnar; GILBERT, Ian; HAMPTON, Shahienaz; HARRISON, Justin; SARKAR, Sandipan; GONZALES, Dolores; WO2015/189595; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 1211517-76-8, 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. 1211517-76-8, name is 3-Bromo-5-fluoro-4-methylpyridine. A new synthetic method of this compound is introduced below.

Step 2 3-Bromo-5-fluoro-4-methylpyridine (1.69 g, 8.89 mmol, Eq: 1.00), bis(triphenylphosphine)-palladium(10 dichloride (312 mg, 445 mumol, Eq: 0.05) and copper (I) iodide (84.7 mg, 445 mumol, Eq: 0.05) in DMF (15 ml) with flushed with nitrogen and treated with ethynyltrimethylsilane (1.05 g, 1.5 ml, 10.7 mmol, Eq: 1.2) and triethylamine (3.63 g, 5 ml, 35.9 mmol, Eq: 4.03). The reaction was heated to 115 C. and held at this temperature for 18 h. The mixture was cooled, diluted with water and extracted with ether (3*). The combined organic layers were washed with water (2*), brine, dried over anhydrous sodium sulfate, filtered through celite and concentrated to give a brown oil. The crude material was purified by flash chromatography (silica gel, 80 g, 20% EtOAc in hexanes). Fraction were pooled and evaporated to yield 1.09 g (59%) of 3-fluoro-4-methyl-5-((trimethylsilyl)ethynyl)pyridine as a yellow oil containing some solid. 1H NMR (DMSO-d6) delta 8.50 (s, 1H), 8.44 (s, 1H), 2.34 (d, J=1.8 Hz, 3H), 0.27 (s, 9H). LC-MS (ES) calculated for C11H14FNSi, 207.33. found m/z 207.8 [M+H]+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1211517-76-8, 3-Bromo-5-fluoro-4-methylpyridine, and friends who are interested can also refer to it.

Reference:
Patent; Hoffmann-La Roche Inc.; Alam, Muzaffar; DuBois, Daisy Joe; Hawley, Ronald Charles; Kennedy-Smith, Joshua; Minatti, Ana Elena; Palmer, Wylie Solang; Silva, Tania; Thakkar, Kshitij Chhabilbhai; Wilhelm, Robert Stephen; US2013/109720; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 1018505-59-3 ,Some common heterocyclic compound, 1018505-59-3, molecular formula is C11H18N4, 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.

4-(2-Dimethylcarbonyl-2-carbonyl-ethylamino)-2-pyrimidinecarboxylic acid (1.26 g, 1.2 eq),5-(4-Ethyl-piperazin-1-yl)-piperidin-2-amino (0.81 g, 1 eq)And triethylamine (500 muL) in DMF (15 mL),Then HBTU (1.51 g, 1.5 eq) was added. The mixture was stirred at room temperature for 16 hours.Then with EtOAc (50 mL)And saturated NaHCO3 solution(15 mL), the layers were separated and EtOAc EtOAcThe combined organic layers were dried (MgSO4), filtered and evaporated.The residue was purified by column chromatography.1.04 g of the title compound 6 was obtained as a white solid(yield: 47%),Its nuclear magnetic resonance spectrum data is as follows:

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. 1018505-59-3, 5-(4-Ethylpiperazin-1-yl)pyridin-2-amine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Jiangxi Runze Pharmaceutical Co., Ltd.; Liao Niansheng; Hu Xiande; Zhou Liming; Sui Guilan; (22 pag.)CN109568256; (2019); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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 24207-22-5, name is 2-Bromo-3-methoxy-6-methylpyridine. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: 24207-22-5

To a solution of 2-bromo-3-methoxy-6-methylpyridine (2c) (310 g, 1.53 mol) in 6000 mL of water at 60 C was added KMnO, (725 g, 4.59 mol) in small portions over a 90 min period with vigorous mechanical stirring. A dark purple solution resulted. This solution was kept at 90 C for a further 3 h and filtered through Celite while still hot to give a colourless filtrate. After cooling, the aqueous solution was acidified to pH 1-2 by adding 6 N HCI. The white solid obtained was collected by filtration to give on drying 6-bromo-5-methoxy-2- pyridinecarboxylic acid (2d) (302g, 85%) of product, which was used as such in the next reaction without further purification. An analytical sample was obtained by recrystallization from methanol to give 6-bromo-5-methoxy-2-pyridinecarboxylic acid; 1H NMR (300 MHz, DMSO-tfe) delta 7.40 – 7.28 (m, 1H), 7.17 (d, J = 8.3 Hz, 1 H), 3.83 (d, J = 1.7 Hz, 3H).

With the rapid development of chemical substances, we look forward to future research findings about 24207-22-5.

Reference:
Patent; BIOCRYST PHARMACEUTICALS, INC.; BABU, Yarlagadda S.; KAMATH, Vivekanand P.; GOWAN, Walter; (222 pag.)WO2016/29214; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 84539-34-4, Adding some certain compound to certain chemical reactions, such as: 84539-34-4, name is 4-Amino-3,5-dibromopyridine,molecular formula is C5H4Br2N2, 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 84539-34-4.

To a cooled (0 C) solution of 4-amino-3,5-dibromopyridine 12 (2.0 g, 7.94 mmol, 1.0 equiv) in 48% HBF4 aq (30 mL) was added dropwise NaNO2 (5.4 g, 79.4 mmol, 10 equiv) in water (16 mL) ensuring that no gas evolution could be detected. The resultant slurry was stirred at 0 C for 30 min. The reaction mixture was filtered to afford a white solid. The solid was quickly transferred portionwise to a stirred solution of KI (2.1 g, 12.7 mmol, 1.6 equiv) in 25 mL of acetone/H2O (2/3). The resultant brown slurry was decolorized with saturated Na2S2O3 and carefully neutralized with NaHCO3. The solution was then extracted with EtOAc. The combined organic layers were washed with brine, dried over Na2SO4, and concentrated in vacuo. Purification by silica gel column chromatography (hexane/EtOAc = 10/1) yielded 5 (1.59 g, 4.38 mmol, 55%) as a colorless solid; Rf 0.61 (hexane/EtOAc = 5/1); mp 186-190 C; IR (KBr, cm-1) 1858, 1808, 1634, 1547, 1522, 1496, 1404, 1389, 1205, 1175, 1096, 1020, 883, 756, 687, 517, 422; 1H NMR (300 MHz, CDCl3) delta 8.56 (2H, s, H2/6); 1H NMR (300 MHz, DMSO-d6) delta 8.65 (2H, s, H2/6); 13C NMR (CDCl3, 75 MHz) delta 148.4, 129.9, 120.3; 13C NMR (75 MHz, DMSO-d6) delta 148.3, 129.4, 122.1; EI-MS (m/z) Calcd for C5H2Br2IN [M]+ 360.76. Found 360.75; EI-HRMS (m/z) Calcd for C5H2Br2IN [M]+ 360.7599. Found 360.7589.

According to the analysis of related databases, 84539-34-4, the application of this compound in the production field has become more and more popular.

Reference:
Article; Murakami, Yuko; Yanuma, Hiroto; Usuki, Toyonobu; Tetrahedron Asymmetry; vol. 23; 22-23; (2012); p. 1557 – 1563;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 65147-89-9, 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. 65147-89-9, name is 6-Bromo-2-phenyl-1H-imidazo[4,5-b]pyridine. A new synthetic method of this compound is introduced below.

Example 238 Under an argon stream, a mixture of 6-bromo-2-phenyl-1H-imidazo[4,5-b]pyridine (Compound of Reference Example 3) (90 mg), 2- (tributylstanyl) furan (305 mg), dichlorobis(triphenylphosphine)palladium(II) (23 mg) and N,N-dimethyl formamide (4 ml) was stirred at 80C for 24 hours.. The reaction mixture was poured into water and extracted with ethyl acetate – tetrahydrofuran (3: 1, v/v).. The organic layer was washed with water and dried over MgSO4, and the solvent was distilled off under reduced pressure.. The residue was subjected to silica gel column chromatography, and the fraction eluted with ethyl acetate – chloroform – hexane (1: 1: 4, v/v) were concentrated under reduced pressure.. The resulting crystals were collected by filtration to obtain 6-(2-furyl)-2-phenyl-1H-imidazo[4,5-b]pyridine (49 mg, 57 %). HPLC (220 nm) Purity 100 % (Retention time 2.66 minutes) MS (APCI+, m/e) 262 (M+1)

At the same time, in my other blogs, there are other synthetic methods of this type of compound,65147-89-9, 6-Bromo-2-phenyl-1H-imidazo[4,5-b]pyridine, and friends who are interested can also refer to it.

Reference:
Patent; Takeda Chemical Industries, Ltd.; EP1460067; (2004); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 893444-21-8, 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 893444-21-8, name is 3-Nitro-6-(trifluoromethyl)pyridin-2-amine. This compound has unique chemical properties. The synthetic route is as follows.

Step 2: To a solution of 3-nitro-6-(trifLuoromethyl)pyridin-2-amine (838mg, 4.05mmol) in methanol (30mL) was added 10% palladium on carbon (400mg). The mixture was hydrogenated on a Parr shaker at 40 psi for 90 min. The catalyst was filtered and the solvent was evaporated to give 6~(trifluoromethyl)pyridine-2,3-diamine as a yellow solid. LC-MS (M+H) = 178

According to the analysis of related databases, 893444-21-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; MERCK SHARP & DOHME CORP.; SCHERING CORPORATION; SPERBECK, Donald, M.; DEVITA, Robert, J.; BALKOVEC, James, M.; GREENLEE, Mark, L.; WU, Zhicai; YU, Yang; VACHAL, Petr; ZHOU, Gang; WU, Heping; KUANG, Rongze; TING, Pauline; ASLANIAN, Robert; WO2012/64569; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 113293-70-2, 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 113293-70-2 as follows.

Step 1 5-(2,6-Dichloropyridin-4-yl)oxazole 528 mg of 2,6-dichloroisonicotinaldehyde (this compound was prepared by the method described in J. Chem. Soc., Chem. Commun., 1998, 1567-1568) was dissolved in 10 ml of methanol, and 586 mg of p-toluenesulfonyl methyl isocyanide and 415 mg of potassium carbonate ware added, and the mixture was stirred at 50 C. for 30 minutes. The reaction solution was concentrated, and then diluted with ethyl acetate, and the organic layer was washed with a saturated aqueous solution of sodium bicarbonate and brine, and then dried over magnesium sulfate. The solvent was distilled off under reduced pressure to obtain 630 mg of the objective compound as white powder. MS (ESI) m/z 215 (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,113293-70-2, its application will become more common.

Reference:
Patent; NIPPON SHINYAKU CO., LTD.; US2011/288065; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 86847-84-9, N-(6-Chloropyridin-2-yl)pivalamide, 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, Application In Synthesis of N-(6-Chloropyridin-2-yl)pivalamide, blongs to pyridine-derivatives compound. Application In Synthesis of N-(6-Chloropyridin-2-yl)pivalamide

Step 2: Synthesis of N-(6-chloro-3-iodopyridin-2-yl)-2,2-dimethylpropionamideTo a solution of N-(6-chloropyridin-2-yl)-2,2-dimethylpropionamide (20 g, 94 mmol) in dry THF (500 mL) at -78 C, 1.3 M t-BuLi in hexane (220 mL, 282 mmol) is added dropwise. The reaction mixture is stirred for 30 min and a solution of iodine (29 g, 114 mmol) in dry THF is added. The reaction mixture is stirred for 3 h at -78 C then is warmed to ambient temperature and stirred for another 1 h. The reaction mixture is quenched with IN HC1 and is extracted with ethyl acetate (2 x 250 mL). The organic layers are separated and washed with Na2S203 solution and saturated NaHC03 solution, respectively. The combined organic layers are dried (Na2S04) and evaporated under reduced pressure. The crude residue is purified by flash column chromatography using 20% EtO Ac/petroleum ether to afford the title compound as a pale yellow solid (15 g, 49%).

The synthetic route of 86847-84-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; BOYER, Stephen, James; BURKE, Jennifer; GUO, Xin; KIRRANE JR., Thomas, Martin; SNOW, Roger, John; ZHANG, Yunlong; WO2011/71725; (2011); 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. 63572-73-6, name is 5-Nitro-1H-pyrazolo[3,4-b]pyridine. This compound has unique chemical properties. The synthetic route is as follows. name: 5-Nitro-1H-pyrazolo[3,4-b]pyridine

4N NaOH (5.12 mL, 20.5 mmol) was added to a cold (00C) solution of5-nitro-lH-pyrazolo[3,4-b]pyridine (0.84 g, 5.12 mmol) in dioxane (30 mL), followed by bromine (1.05 mL, 20.5 mmol). The cold bath was removed, and the reaction mixture was left at room temperature for 30 minutes. The reaction mixture was diluted with ethyl acetate (100 mL) and quenched with saturated aqueous Na3S3O3 (50 mL). The aqueous layer was extracted with ethyl acetate (100 mL). The combined organic layers were dried, filtered and concentrated.The crude product was purified by column chromatography, eluting with hexanes/ethyl acetate(9:1) to give 3 -bromo-5-nitro-l H-pyrazolo [3 ,4-b]pyridine (1.10 g, 88%) as a solid.

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, 63572-73-6, 5-Nitro-1H-pyrazolo[3,4-b]pyridine.

Reference:
Patent; ARRAY BIOPHARMA INC.; GENENTECH, INC.; GRADL, Stefan; LAIRD, Ellen; MORENO, David; REN, Li; WENGLOWSKY, Steven Mark; WO2011/25968; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem