Category: pyridine-derivatives

Related Products of 17282-40-5, 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 17282-40-5 as follows.

General procedure: Mixture of ethyl acetoacetate(1, 211 mg, 0.153 mmol), hydrazine (2, 81 mg, 0.153), 7-hydroxy-4-oxo-2-phenyl-4H-chromene-8-carbaldehyde (4a, 406 mg,0.153 mmol), 1-(2-ethoxy-2-oxoethyl)pyridinium ylide (4, 272mg, 0.153 mmol), 0.1 equivalents of trimethylamine (16 mg,0.015 mmol) in15 mL EtOH were refluxed in a pre-heated oilbath (80 C) under the blanket of nitrogen for 30 min till the completion of reaction (TLC, 20 % dicholromethane in hexanes; Rf = 0.3). The reaction mixture was diluted with dichloromethane (10 mL) and the organic solution was washed with water (20 mL) and brine (20 mL) and dried over anhydrousNa2SO4. Column chromatographic purification on silica gelwith increasing amount of dichlormethane in hexanes provided 8a as a free flowing solid in about 88 % yield. Analytical samples were obtained through from the recrystallization in EtOH.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,17282-40-5, its application will become more common.

Reference:
Article; Tangeti, Venkata Swamy; Vasundhara; Satyanarayana; Pavan Kumar, Kaja Srinivas; Asian Journal of Chemistry; vol. 29; 7; (2017); p. 1525 – 1532;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 1214334-70-9, 5-Bromo-6-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, Computed Properties of C7H6BrNO3, blongs to pyridine-derivatives compound. Computed Properties of C7H6BrNO3

A solution of 5-bromo-6-methoxypicolinic acid (1.08 g, 4.45 mmol, 1.05 equiv.) in DCM (40.0 mL) at ambient temperature was treated with a catalytic amount of DMF (4 drops) and oxalyl chloride (1.17 mL, 13.4 mmol, 3.0 equiv.). The resultant mixture was stirred at ambient temperature for 1 h at which point LCMS monitoring showed completion of the reaction. The mixture was concentrated, diluted with anhydrous THF (20.0 mL), concentrated again and dried under high vacuum for 1 hour. The residue was diluted in anhydrous THF (20.0 ml), treated with triethylamine (1.86 mL, 13.4 mmol, 3.0 equiv.) and cooled to 0 C. A solution of (R)-2-(benzofuran-2-yl)-2-(4- methoxybenzylamino)ethanol (1.32 g, 4.45 mmol, 1.0 equiv.) in THF (20.0 ml) was quickly added and the resultant mixture was stirred at 0 C for 30 minutes. A saturated aqueous solution of NaHCO3 and EtOAc were then successively added. The layers were separated,and the aqueous layer was extracted with EtOAc twice. The combined organic layers were dried over MgSO4, filtered and concentrated. The residue was purified by normal phase chromatography on silica (0-40% EtOAc / hexanes) to afford amide as white foam (1.78 g, 78%). LCMS (ES+) [M+Hj+: 511.2/513.2.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1214334-70-9, 5-Bromo-6-methoxypicolinic acid, and friends who are interested can also refer to it.

Reference:
Patent; FORUM PHARMCEUTICALS INC.; ACHARYA, Raksha; BURNETT, Duane, A.; BURSAVICH, Matthew, Gregory; COOK, Andrew, Simon; HARRISON, Bryce, Alden; MCRINER, Andrew, J.; (451 pag.)WO2016/201168; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 131747-63-2 ,Some common heterocyclic compound, 131747-63-2, molecular formula is C6H4BrNO, 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.

A solution of 4-bromopyridine-2-carboxaldehyde (10 g), trimethyl orthoformate (23.3 mL) and PTSA (1.51 g) in Me OH (261 mL) was stirred at reflux for 1 day. Sat. aq. NaHC03 and EA were added, the layers were separated and the aq. layer was twice extracted with EA, dried over MgSOzt, filtered and concentrated under reduced pressure. The crude product was purified by filtration over 200 mL silicagel using Hept/EA 1/1 as solvent. The title compound was obtained as a colourless liquid (11.5 g; 95% yield). MS I (ESI, m/z): 231.99 [M+H+]; tR = 0.63 min.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,131747-63-2, its application will become more common.

Reference:
Patent; ACTELION PHARMACEUTICALS LTD; CREN, Sylvaine; RUEEDI, Georg; ZUMBRUNN, Cornelia; (60 pag.)WO2017/179002; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 60290-21-3, 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. 60290-21-3, name is 4-Chloro-1H-pyrrolo[3,2-c]pyridine, molecular formula is C7H5ClN2, 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.

Intermediate 13-Bromo-4-chloro-lH-pyrrolo[3No.2-c]pyridine; [00124] To a solution of the amine (2.18 g, 14.2 mmol) in THF (60 mL) was added Mntheta2 (7 g, 80.5 mmol) and the mixture was heated to reflux. After 5 h, a further portion of MnO2 (3 g, 34.5 mmol) was added and stirring continued overnight. The reaction was filtered through Celite and concentrated to give a white solid (1.95 g, 91%) .[00125] The indole (1.48 g, 9.72 mmol) was dissolved in CH2C12 (50 mL) and cooled to 0 aC under nitrogen. N- Bromosuccinimide (1.82 g, 10.2 mmol) was added and after 30 min the ice-bath was removed and stirring continued for a further 30 min. The desired bromide (1.53 g, 68%) was filtered off and dried on high vacuum. MS (ES+) m/e = 231. IH NMR (DMSO) 7.48 (IH, d) , 7.80 (IH, s), 8.00 (lH, d) .

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 60290-21-3, 4-Chloro-1H-pyrrolo[3,2-c]pyridine.

Reference:
Patent; VERTEX PHARMACEUTICALS INCORPORATED; WO2007/95223; (2007); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 56809-84-8, 3,4-Dichloro-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, 56809-84-8, blongs to pyridine-derivatives compound. Formula: C5H2Cl2N2O2

To a solution of intermediate 18-b (25 g 125.94 mmol) in ethanol (250 mL) was added cyclopropylamine (11.10 g, 194.31 mmol). The solution was warmed to 80C for 1 hour. The solvent was evaporated and water was added. The resulting mixture was extracted with dichloromethane (3×50 mL). The organic layer was washed with brine, dried with MgSC^ and concentrated. The intermediate 18-c was obtained (26 g, 94%>).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,56809-84-8, its application will become more common.

Reference:
Patent; JANSSEN R&D IRELAND; TAHRI, Abdellah; JONCKERS, Tim Hugo Maria; RABOISSON, Pierre Jean-Marie Bernard; VENDEVILLE, Sandrine Marie Helene; HU, Lili; WO2013/186335; (2013); 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. 7579-20-6, name is 3-Aminoisonicotinic acid. A new synthetic method of this compound is introduced below., name: 3-Aminoisonicotinic acid

3- Aminoisonicotinic acid (1 g, 7.24 mmol) was carefully added in 3 aliquots to a slurry of UAIH4 (0.99 g, 26.1 mmol) in dry tetrahydrofuran (40 ml). The resulting mixture was stirred at 15°C overnight. After cooling in an ice bath, the reaction mixture was quenched with careful addition of water (1 ml) dropwise, followed by 15percent aqueous NaOH (1 ml), and then water (3 ml). The resulting solid was filtered, and washed several times with tetrahydrofuran. The filtrate was concentrated to give oil, which was purified by flash chromatography on silica gel using 5percent CH3OH Patent; GLAXO GROUP LIMITED; GLAXOSMITHKLINE (CHINA) R&D COMPANY LIMITED; NICHOLS, Paula Louise; EATHERTON, Andrew John; BAMBOROUGH, Paul; JANDU, Karamjit Singh; PHILPS, Oliver James; ANDREOTTI, Daniele; WO2011/38572; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 1013648-04-8, Adding some certain compound to certain chemical reactions, such as: 1013648-04-8, name is Methyl 2,6-dichloro-4-methylnicotinate,molecular formula is C8H7Cl2NO2, 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 1013648-04-8.

a) Synthesis of 4-(bromomethyl)-2,6-dichloro-pyridine-3-carboxylic acid methylesterTo a solution of 5.3 g (24.1 mmol) 2,6-dichloro-4-methyl-pyridine-3-carboxylic acid methylester in CCI4 (92 ml) were added 3.1 g (26.5 mmol) N-Bromosuccinimide, 395 mg (2.4 mmol) AIBN and 1.45 ml (25.3 mmol) acetic acid. The mixture was irradiated with a 200W Wolfram lamp at 60 C for 24 h. Subsequently the mixture was filtered through celite and the filtrate was concentrated in vacuo. Purification of the residue by CC (hexane/EtOAc 97:3) provided 5.2 g of a mixture of 2,6-dichloro-4-methyl-pyridine-3-carboxylic acid methylester and 4-(bromomethyl)-2,6-dichloro-pyridine-3-carboxylic acid methylester which was used in subsequent reactions without further purification.

According to the analysis of related databases, 1013648-04-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; GRUeNENTHAL GMBH; KUeHNERT, Sven; BAHRENBERG, Gregor; KLESS, Achim; SCHROeDER, Wolfgang; LUCAS, Simon; WO2012/52167; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 74976-31-1 , The common heterocyclic compound, 74976-31-1, name is 6-Chloro-1H-pyrrolo[3,2-c]pyridine, molecular formula is C7H5ClN2, 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 6-chloro-1H-pyrrolo[3,2-c]pyridine (153 mg, 1.00 mmol) in DMF (5 mL) were added PhSO2Cl (195 mg, 1.10 mmol) and Cs2CO3 (653 mg, 2.01 mmol), and the resulting mixture was stirred at 60 C. for 3 h then concentrated under reduced pressure. The residue was treated with H2O (20 mL), and the mixture was extracted with EtOAc (3*10 mL). The combined organic layers were washed with sat. aq. NaCl, dried over MgSO4, filtered and concentrated under reduced pressure to give the crude title compound as a yellow solid (290 g, 99%), which was used without further purification. MS (ES+) C13H9ClN2O2S requires: 292, found: 293 [M+H]+.

The synthetic route of 74976-31-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Board of Regents, The University of Texas System; LE, Kang; SOTH, Michael J.; JONES, Philip; CROSS, Jason Bryant; CARROLL, Christopher L.; MCAFOOS, Timothy Joseph; MANDAL, Pijus Kumar; US2019/298729; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 183208-22-2, 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.183208-22-2, name is 5-Bromo-1-methyl-1H-pyrrolo[2,3-b]pyridine, molecular formula is C8H7BrN2, molecular weight is 211.06, as common compound, the synthetic route is as follows.

To a solution of 5-bromo-1-methyl-1H-pyrrolo[2,3-bjpyridine (800 mg, 3.8 mmol) in MeOH (15 mL) were added Pd(dppf)C12 (272 mg, 0.38 mmol) and TEA (1.15 g, 11.4 mmol). The mixture was stirred at 80 C under CO (1 atm) overnight. The solvent was removed and the residue was purified by silica gel column (100-200 mush, PE/EA = 10/1) to give 1-methyl-1H-pyrrolo[2,3-bjpyridine-5-carboxylic acid methyl ester (665 mg, yield: 91%) as a yellow solid.?HNMR (300 MI-Tz, CDC13): = 9.00 (s, 1H), 8.57 (d, J= 1.2 Hz, 1H), 7.25 (d, J= 3.6 Hz, 1H), 6.55 (d, J 3.3 Hz, 1H), 3.96 (s, 3H), 3.92 (s, 3H). MS: m/z 191.0 (M+H).

The chemical industry reduces the impact on the environment during synthesis 183208-22-2, I believe this compound will play a more active role in future production and life.

Reference:
Patent; SANFORD-BURNHAM MEDICAL RESEARCH INSTITUTE; PINKERTON, Anthony, B.; HASSIG, Christian, A.; JACKSON, Michael, R.; ARDECKY, Robert, John; PASS, Ian; (436 pag.)WO2016/123392; (2016); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 15128-82-2, 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 15128-82-2, name is 2-Nitropyridin-3-ol. This compound has unique chemical properties. The synthetic route is as follows.

A solution of 3-hydroxy-2-nitropyridine (176.0 g, 1.256 mol) in aqueous sodiumhydroxide (74.0 mL of 50% NaOH in 1.94 L water, 1.40 mol) was cooled at 3.3 C whiledibromantin (198.5 g, 0.694 mol) was added portion-wise over 58 minutes maintaining reaction temperature at or below 4 C. The reaction mixture was then allowed to warm to room temperature overnight. The reaction was quenched with acetic acid (80.0 mL, 1.34 mol), and the resulting slurry was stirred at room temperature for 4 h. The solids werecollected by filtration, washed with water (3 x 300 mL), and then vacuum-dried (35C) overnight to give 148.3 g (54%) of 2-bromo-5-hydroxy-6-nitropyridine as a yellow solid with a purity of 97.8% (LC).

According to the analysis of related databases, 15128-82-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; NAVIDEA BIOPHARMACEUTICALS, INC.; CESATI, Richard R., III; CASEBIER, David S.; MORETON, Richard Christian; (49 pag.)WO2017/87965; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem