Tag: M.W:200-300

Adding a certain compound to certain chemical reactions, such as: 603305-89-1, 7-Bromothieno[3,2-b]pyridine, 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, 603305-89-1, blongs to pyridine-derivatives compound. Recommanded Product: 603305-89-1

General procedure: A dry Schlenk tube was charged under Ar with dry toluene (3 mL), the fluoro or methoxyanilines (1.1 equiv.), Pd(OAc)2 (6 mol%), BINAP (8 mol%), Cs2CO3 (2 equiv.) and compound 1. The mixture was heated with stirring under Ar at 100 C for 2 h. After cooling water (5 mL) and ethyl acetate (5 mL) were added. The phases were separated and the aqueous phase was extracted with more ethyl acetate (2 × 5 mL). The organic phase was dried (MgSO4) and filtered. Removal of the solvent gave a solid which was submitted to a dry flash in silica using ether or AcOEt and a solid was obtained.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,603305-89-1, its application will become more common.

Reference:
Article; Queiroz, Maria-Joao R.P.; Peixoto, Daniela; Calhelha, Ricardo C.; Soares, Pedro; Dos Santos, Tiago; Lima, Raquel T.; Campos, Joana F.; Abreu, Rui M.V.; Ferreira, Isabel C.F.R.; Vasconcelos, M. Helena; European Journal of Medicinal Chemistry; vol. 69; (2013); p. 855 – 862;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 1446507-38-5, 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. 1446507-38-5, name is 6-(6-(Trifluoromethyl)pyridin-2-yl)-1,3,5-triazine-2,4(1H,3H)-dione. A new synthetic method of this compound is introduced below.

POCl3 (175.0 mL) is charged into the reaction vessel at 20-35 C., and 6-(6-trifluoromethyl-pyridin-2-yl)-1H-1,3,5-triazine-2,4-dione (35.0 g, 0.1355 mol) was added in portions at below 50 C. The reaction mixture was de-gassed 5-20 minutes by purging with N2 gas. Phosphorous pentachloride (112.86 g, 0.542 mol) was added while stirring at below 50 C., the resulting slurry was heated to reflux (105-110 C.) and maintained for 3-4 h. The reaction mixture was cooled to 50-55 C., concentrated at below 55 C. then cooled to 20-30 C. The reaction mixture was rinsed with ethyl acetate and the ethyl acetate layer was slowly added to cold water (temperature 5 C.) while stirring and maintaining the temperature below 10 C. The mixture was stirred 3-5 minutes at a temperature between 10 to 20 C. and the ethyl acetate layer was collected. The reaction mixture was rinsed with sodium bicarbonate solution and dried over anhydrous sodium sulphate. The material was dried 2-3 h under vacuum at below 45 C. to provide 2, 4-dichloro-6-(6-trifluoromethyl-pyridin-2-yl)-1, 3, 5-triazine.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1446507-38-5, 6-(6-(Trifluoromethyl)pyridin-2-yl)-1,3,5-triazine-2,4(1H,3H)-dione, and friends who are interested can also refer to it.

Reference:
Patent; Agios Pharmaceuticals, Inc.; Agresta, Samuel V.; (34 pag.)US2018/311249; (2018); 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. 10235-65-1, name is 4,6-Dichloro-2-(pyridin-2-yl)pyrimidine, the common compound, a new synthetic route is introduced below. HPLC of Formula: C9H5Cl2N3

Intermediate 134: 4-chloro-2-(2-pyridi vdro-2-naphthalenyloxy)pyrimidine1 ,2,3,4-tetrahydro-2-naphthalenol (164.0 mg, 1 .1 1 mmol) was added to a cold (0C) solution of sodium hydride (48.7 mg, 1 .22 mmol) in A/,A/-dimethylformamide (10 ml_). After 30 min of stirring under nitrogen at 0 C, 4,6-dichloro-2-(2-pyridinyl)pyrimidine (250.0 mg, 1 .1 1 mmol) was added. After 16 hr of stirring at r.t., the reaction mixture was cooled at 0 C and sodium hydride (24.0 mg, 0.60 mmol) was added. After 2 hr of stirring under nitrogen at room temperature, water (50 ml_) was added to the reaction mixture, followed by EtOAc (50 ml_). The aqueous layer was further extracted with EtOAc (50 ml_). The combined organic layers was dried through a hydrophobic frit and concentrated to dryness to give a brown oil. The crude was purified by column chromatography eluting with a gradient from 0-50% of EtOAc-cyclohexane to give the impure product (278.0 mg). 168 mg of the impure product was dissolved in 1 :1 MeOH:DMSO (2 mL) and purified by MDAP (Method E). The solvent was evaporated in vacuo to give the title compound as a yellow oil, 64.2 mg (17%).LCMS (Method A): Rt = 1 .25 min, MH+ 338.1 .

The synthetic route of 10235-65-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GLAXO GROUP LIMITED; ATKINSON, Stephen John; BARKER, Michael David; CAMPBELL, Matthew; HUMPHREYS, Philip; LIDDLE, John; SHEPPARD, Robert John; WILSON, David; WO2012/52390; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 2016-99-1, 2,6-Dibromoisonicotinic 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, Application In Synthesis of 2,6-Dibromoisonicotinic acid, blongs to pyridine-derivatives compound. Application In Synthesis of 2,6-Dibromoisonicotinic acid

To a stirred solution of commercially available 2,6-dibromoisonicotinic acid (3 g, 10.7 mmol) in THF (77 ml) was added N,N-diisopropylethylamine (3.45 g, 4.66 ml, 26.7 mmol), commercially available 2-methylpropan-2-amine (956 mg, 1.37 ml, 12.8 mmol) and TBTU (4.46 g, 13.9 mmol). The reaction mixture was allowed to stir for 17h at room temperature, filtered, evaporated and purified by flash chromatography on silica gel [heptane/ ethyl acetate (0-50%)] to yield 2,6-dibromo-N-tert-butylpyridine-4-carboxamide (3.28 g, 91%) as an off-white solid, MS (ISP) m/z = 337.0 [(M+H)+], mp 148C.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,2016-99-1, 2,6-Dibromoisonicotinic acid, and friends who are interested can also refer to it.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; HOENER, Marius; WICHMANN, Juergen; (65 pag.)WO2017/9274; (2017); 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. 67443-38-3, name is 5-Bromo-2-chloro-3-nitropyridine. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: 5-Bromo-2-chloro-3-nitropyridine

In a vial are introduced 1 ml of MeOH and 50 8 rng (2.21 mmol) of Na. After dissolution of the metal, the solution was added to a suspension of 5-bromo-2-chloro-3-nrtropyridine (Matrix, Columbia, USA, 500 mg, 2.11 mmol) in MeOH (2 ml) The reaction mixture is stirred for 1 h at O6C and for 15 h at rt, then concentrated and quenched with water. The precipitate was filtered, washed with water (2x) and dried under vacuum to give the title compound as a pale yellow solid (HPLC. tR 3.06 mm (Method A)

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, 67443-38-3, 5-Bromo-2-chloro-3-nitropyridine.

Reference:
Patent; NOVARTIS AG; FURET, Pascal; KALTHOFF, Frank Stephan; MAH, Robert; RAGOT, Christian; STAUFFER, Frederic; WO2010/139731; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 4487-59-6, 2-Bromo-5-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, name: 2-Bromo-5-nitropyridine, blongs to pyridine-derivatives compound. name: 2-Bromo-5-nitropyridine

Example 3 5-Nitropyridine-2-carbonitrile, a Compound of Formula 1 in which C Comprises 5-nitropyridin-2-yl and R8 is –CN A mixture comprising 2-bromo-5-nitropyridine (5.6 g, 27.7 mmol), cuprous cyanide (2.5 g, 27.4 mmol) and DMF (5 mL) was heated at 105 C. for 2.5 hours, cooled and diluted with methylene chloride (200 mL). The mixture was stirred 20 minutes, filtered and concentrated under reduced pressure. The residue was dissolved in methylene chloride and the solution was washed sequentially with 2N sodium hydroxide (150 mL), 7M ammonium hydroxide (150 mL) and water (150 mL), dried (MgSO4), filtered and concentrated under reduced pressure to provide 5-nitropyridine-2-carbonitrile (3.14 g, 21 mmol) as a yellow oil. 1 H-NMR (300 Mhz, DMSO-d6): 8.4 (d, 1H), 8.8 (d, 1H), 9.5 (s, 1H); MS (EI); Calculated for C6 H3 N3 O2, 149.1, Found (MH+): 149.

The synthetic route of 4487-59-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Axys Pharmaceuticals, Inc.; US6150379; (2000); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 137628-17-2 , The common heterocyclic compound, 137628-17-2, name is 2,3-Dibromo-5-chloropyridine, molecular formula is C5H2Br2ClN, 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.

Example 16i 3-Bromo-5-chloropicolinonitrile 2,3-Dibromo-5-chloropyridine (14 g, 51.6 mmol), copper(I) cyanide (5.09 g, 56.79 mmol) and propionitrile (58 mL) were divided into four vials and each vial was heated in a microwave reactor at 150 C. for 2.5 h. The mixtures were pooled, filtered and concentrated. The resulting residue was taken up in DCM (100 mL), a solid was filtered off and the filtrate was concentrated to afford 11.3 g (quantitative yield) of the title compound: MS (CI) m/z 217, 219 [M+H]+.

The synthetic route of 137628-17-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ASTRAZENECA AB; US2010/125081; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 1227585-65-0, (2-Bromo-5-chloropyridin-3-yl)methanol, 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, HPLC of Formula: C6H5BrClNO, blongs to pyridine-derivatives compound. HPLC of Formula: C6H5BrClNO

To a solution of 52 (5.0 g, 22.5 mmol) in 2-MeTHF (15 mL) was added 3,4-dihydro-2H-pyran (2.7 mL, 29.6 mmol) and concentrated sulfuric acid (125 mg) at room temperature. The solution was stirred for 10 min and was then cooled to -3 C. Isopropylmagnesium chloride lithium chloride solution (1.3 M, 30 ml, 39 mmol) was slowly added at -3 to 3 C. The resulting solution was stirred at -3 C. for 3 h until a HPLC showed the conversion was greater than 97%. DMF (5 ml) was added over 15 min below 5 C. The resulting solution was stirred for another 1 h at this temperature. The reaction mixture was quenched by addition of MTBE (50 mL), 15% aqueous citric acid (25 mL) and water (15 mL). The organic layer was separated and washed with 5% aqueous NaCl (50 mL) twice. The organic solution was concentrated under vacuum at 50 C. to give 53 as an oil (6.2 g, 68 wt %, 16.6 mmol, 74% yield). The crude product was used directly for the next step without further purification. The pure sample was isolated by flash chromatography on silica gel with 5% ethyl acetate in hexane as eluants. 1H NMR (CDCl3, 400 MHz): delta 10.13 (s, 1H), 8.65 (s, 1H), 8.20 (s, 1H), 5.25 (d, J=16.6 Hz, 1H), 5.01 (d, J=16.6 Hz, 1H), 4.80 (m, 1H), 3.88 (m, 1H), 3.58 (m, 1H), 1.7 (m, 6H); 13C NMR (CDCl3, 100 MHz): delta 194.20, 147.06, 146.32, 138.98, 136.41, 134.87, 99.04, 64.42, 62.72, 30.53, 25.30, 19.66.

The synthetic route of 1227585-65-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK SHARP & DOHME CORP.; Chen, Frank; Molinaro, Carmela; Wuelfing, W. Peter; Yasuda, Nobuyoshi; Yin, Jianguo; Zhong, Yong-Li; Lynch, Joseph; Andreani, Teresa; (67 pag.)US2016/130273; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 59237-53-5, Adding some certain compound to certain chemical reactions, such as: 59237-53-5, name is Methyl 6-chloro-5-nitronicotinate,molecular formula is C7H5ClN2O4, 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 59237-53-5.

A suspension of methyl beta-chloro-S-nitronicotinate (1 eq), iron powder (5.2 eq), and NH4Cl3 (5.3 eq) in MeOH was heated at 75°C for 2 h. The mixture was passed through a pad of celite while hot and concentrated in vacuo to give methyl 5- amino-6-chloronicotinate (56 percent yield)

According to the analysis of related databases, 59237-53-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SIRTRIS PHARMACEUTICALS, INC.; OALMANN, Christopher; DISCH, Jeremy, S.; NG, Pui, Yee; PERNI, Robert, B.; WO2010/71853; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 65515-28-8, Methyl 2,6-dichloronicotinate, 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 Methyl 2,6-dichloronicotinate, blongs to pyridine-derivatives compound. Application In Synthesis of Methyl 2,6-dichloronicotinate

A 250 mL eggplant flask was sequentially charged with methyl 2,6-dichloronicotinate (3.09 g, 15 mmol), 4-methoxyphenol (1.86 g, 15mmol), and 18 mL of N, N-dimethylformamide for dissolving them. Triethylamine (2.7 ml, 19.5mmol) was added dropwise under stirring at room temperature, and after completion of the dropwise addition, triethylenediamine (252 mg, 2.25 mmol) was added. The mixture was stirred at room temperature for 4-5 hours and the solutionchanged from clear to turbid. Thin layer chromatography [V (petroleum ether) / V (ethyl acetate) = 6/1] detected thatmost of the raw material disappeared. Then, 1.30 mL of HOAc, 25 mL of isopropanol and 15 mL of ice water weresequentially added while the solution changed from turbid to clear, and stirred at room temperature for 0.5 hour. 40 mLof water was slowly dropwise added, and after completion of the dropwise addition, stirred at room temperature for 2hours. A large number of white solid precipitated and was filtered. The filter cake was washed with a mixed solution ofisopropyl alcohol / water = 1: 1 and dried under vacuum at 50 C for 8 hours to obtain 4.05 g of methyl 2-chloro-6-(4-methoxyphenoxy) nicotinate as a solid, 91.84%

At the same time, in my other blogs, there are other synthetic methods of this type of compound,65515-28-8, Methyl 2,6-dichloronicotinate, and friends who are interested can also refer to it.

Reference:
Patent; Shenyang Sunshine Pharmaceutical Co., Ltd.; ZHOU, Yunlong; CAI, Suixiong; WANG, Guangfeng; JIAO, Lingling; MIN, Ping; JING, Yu; GUO, Ming; (44 pag.)EP3275881; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem